portland maine places to visit

Portland, ME   Travel Guide

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23 Best Things to Do in Portland, Maine

Portland, Maine, is a tough little city. A large part of it burned down in the Great Fire of 1866. But in the following years, Mainers and architects and builders from nearby cities like Boston came together to rebuild using the less-flammible brick

• All Things To Do

Old Port Old Port free

U.S. News Insider Tip: Don't miss Wharf Street in Old Port, which has an eclectic mix of bars and restaurants along its pedestrian-only cobblestone street. Try Street & Co.'s upscale seafood, The Independent Ice Co.'s fine whiskeys and the Bar of Chocolate's specialty martinis and sweets. – Mariya Greeley

This downtown neighborhood is considered the city's center and bustles with things to do left and right, all the while gracefully maintaining its historical facade. The area is lined with cobblestone streets and 19th-century warehouses, and with the wharf just steps away on Commercial Street, the city's heyday as a world-renowned port town is easily felt. Tourists can benefit from ferries and cruise experiences, as well as the delectable catches aboard the lobster boats that dock there daily.

Portland, Maine, Brewery Tours Portland, Maine, Brewery Tours

U.S. News Insider Tip: For nondrinkers or those looking to take a booze break, check out places like Root Wild Kombucha and Urban Farm Fermentory . They offer a range of nonalcoholic and alcoholic drinks with atmospheres comparable to the breweries nearby. – Mariya Greeley

Beer is to Portland is what lobster is to Maine. If you visit without sampling some brew, you're missing out. Portland is considered by experts to be one of America's best beer cities thanks to its large crop of local brewers as well as its role in the microbrew movement. For a city with a population of a little more than 68,000, its nearly 20 breweries offer plenty of choices for both residents and visiting beer enthusiasts.

Portland Museum of Art Portland Museum of Art

U.S. News Insider Tip: Consider aligning your visit with a First Friday Art Walk. The first Friday evening of every month, the Arts District comes alive with art lovers taking self-guided tours of local art galleries and venues. Meanwhile, musicians, performers and artists of all types display their art in the streets. – Mariya Greeley

For such a small city, Portland houses some pretty big names in its art museum. Andy Warhol, Claude Monet and Winslow Homer are among the icons showcased within the Portland Museum of Art. Along with some of the greats, the museum features an extensive collection of American, European and contemporary works, as well as pieces from Maine artists. Paintings abound, but you'll also find photographs, sketches, pottery, furniture, ornate silverware, sculptures and so much more. With more than 18,000 pieces in its collection, visitors are bound to see something new each time they browse the museum’s galleries. Additionally, the museum hosts regular events, including movie showings, curator talks and family-focused activities.

Popular Tours

Discover Portland City and Lighthouse Tour

(382 reviews)

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Harbor Lights and Sights Cruise

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Sunset Windjammer Cruise Along the Coast of Portland Maine

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Portland-area Beaches Portland-area Beaches

Maine's Atlantic beaches might be known for relatively chilly waters (peak is approximately 65 degrees Fahrenheit), even in the summer months, but Mainers will tell you how refreshing a dip in the ocean is on a hot summer day. If that doesn't sound like your idea of fun, you’ll still find plenty of activities and atmospheres to enjoy on Portland-area beaches.

Although East End Beach is the only public beach in Portland (located off Eastern Promenade ), there are more than a half-dozen others within 20 miles of downtown, each with distinct characteristics and benefits. Every summer, they’re host to families and friends laying out or playing on the sand and kayakers, sailors, surfers, paddleboarders, swimmers and more enjoying the water. Maine beaches are beautiful year-round, and ideal places for quiet walks in the offseason. 

Casco Bay Islands Casco Bay Islands

Though there is only one public beach in the town of Portland ( East End Beach ), shorelines abound in the nearby Casco Bay Islands. The Casco Bay Islands are a group of islands located off the coast of Portland, six of which are accessible by ferry year-round. Each island has its own personality, history, attractions and activities.

Cliff Island is the smallest Casco Bay Island that's accessible year-round by ferry and is home to only 60 full-time residents. All roads are unpaved here, and as such cars are seldom used. The island doesn't offer many attractions, but does provide a tranquil, secluded atmosphere.

Eastern Promenade Eastern Promenade free

Portland's waterfront is at its most picturesque at the Eastern Promenade. Beloved by locals, the Eastern Promenade is a 78-acre waterfront park located on a stretch of land separating Back Cove from the Fore River. The park offers trails, a beach, and plenty of grassy areas to simply kick back and unwind. To make the most of your visit, take a stroll along the 2-mile Eastern Promenade Trail, which starts in the heart of the Old Port .

Once an old rail line, the Eastern Promenade Trail takes visitors away from the excitement of the city's center by the rocky banks of Fort Allen Park and small yet charming East End Beach (Portland's only public beach), where you'll find plenty of locals soaking up the sun or embarking on bay adventures. To continue the coastal trek, the trail connects directly to the Back Cove Trail, which snakes for about 3.5 miles along Back Cove with picturesque views of the water and downtown skyline. There are plenty of other shorter trails and paths located in the park that bring hikers to various points of interest. Once you've gotten your fill of scenic strolls, consider a climb up the park's grassy hills for sweeping views of the bay, as well as the islands and boats that dot its deep blue waters.

Fort Williams Park Fort Williams Park free

Located adjacent to Portland Head Light in Cape Elizabeth is the 90-acre Fort Williams Park. Fort Williams was a U.S. Army fort from 1872 to 1962. A few years later, residents of Cape Elizabeth bought the land to later turn it into a park. Visitors today can picnic, tour an arboretum, hike or walk along the park's trails or visit the park's other historical sites, including Battery Keyes (one of the last batteries built on the old fort site) and Goddard Mansion (the ruins of a grand home built in the 1850s). Travelers should note there are no trash receptacles around the park so you must take your trash with you when you leave.

There's also natural and recreational amenities to explore, including tennis and pickleball courts, athletic fields and a garden designed specifically to let children explore their relationship with nature.

Portland Observatory Portland Observatory

For some of the best views of the harbor, head to the historic Portland Observatory, the country's last standing maritime signal tower. Built in 1807, the octagonal, 86-foot-tall tower was commissioned by Captain Lemuel Moody as a communication station for Portland's harbor, but it wasn't built as an altruistic measure. Moody charged ship owners an annual fee of $5 to alert merchants (who he also charged) of ships arriving. He could spot them from as far as 30 miles away with his telescope. Before the observatory was built, ships couldn't be seen from town until they came around a point of land and were practically in the harbor. Moody offered an advantage to both paying captains and merchants, while also making a tidy profit for himself.

Eventually, the two-way radio replaced the tower's function, but the Moody family operated the tower until 1923. After some years of neglect the observatory was donated to Portland and in 1984, Greater Portland Landmarks took over and restored it. Recent visitors said the views from the observatory are not-to-be missed and its history is fascinating. Reviewers also advise allowing 45 minutes for the observatory tour. There is no elevator, so you'll have to climb the stairs to the top to take in the views, but past travelers say the pace is manageable.

Afternoon Windjammer Cruise Along the Coast of Portland Maine

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Lighthouse Lovers Cruise in Portland

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The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

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Victoria Mansion (Morse-Libby House) Victoria Mansion (Morse-Libby House)

Architecture buffs and lovers of interior design will be swept up by the opulence of the Victoria Mansion (aka the Morse-Libby House or Morse-Libby Mansion). This National Historic Landmark was originally built in the mid-1800s as a summer house for hotelier Ruggles Sylvester Morse. In 1940, William Holmes, a New York educator visiting Portland, purchased the home. He and his sister (an interior design instructor) turned it into a museum named in honor of Queen Victoria.

What makes the Victoria Mansion so important in the eyes of historians is that it's seen as an exemplary illustration of pre-Civil War grandeur. The exterior of the house was modeled after an Italian villa and features an ornate square tower, numerous balconies and piazzas. Inside, prepare to be even more amazed. Ninety percent of the original interiors are still intact, with carved wood paneled walls, gas light fixtures, cherub-clad crown molds, and ornate draperies and carpeting throughout. Designed by Gustave Herter of Herter Brothers, one of the most popular design firms of the day, it is the only work of his kind in the U.S. that remains intact.

Peaks Island Peaks Island free

Portland doesn't end at the waterfront. Peaks Island, one of the Casco Bay Islands , is 3 miles east of downtown's shore and about a 15-minute boat ride away. Peaks Island was known as the Coney Island of Maine in the 19th century (it was home to amusement parks, theaters and more), but nowadays it feels more like a quaint neighborhood with roughly 1,000 year-round residents.

Peaks is a perfect low-key day trip for history buffs, art lovers and outdoor enthusiasts. When you arrive, rent a bike or golf cart, the preferred modes of transportation on the island. Head to Baba's Cafe, Inn on Peaks or Island Lobster Company to fuel up for the day while overlooking the ocean. From there, explore the galleries and shops along the harbor side. Cool off at Sandy Beach or trek the nearly 4-mile loop trail that takes you around the island, passing scenic views and the remnants of historic Battery Steele — an important coastal defense battery constructed during World War II to protect the entrance to Casco Bay. For more Peaks Island history, stop by Fifth Maine Museum, or for something playful head to the world's only Umbrella Cover Museum, a quirky collection that is dedicated to the appreciation of the mundane.

Hadlock Field Hadlock Field

U.S. News Insider Tip: Special activities, like fireworks or "Bark in the Park" games, which allow you to bring a four-legged friend and sit in a designated pets area, make the experience extra special. Look for them when booking tickets. – Mariya Greeley

For Portland pride, look no further than Hadlock Field. In the summer, the field hosts regular games for the beloved Portland Sea Dogs, the local minor league baseball team. The field was named after Edson Hadlock Jr., who coached baseball at Portland High School from 1950 to 1978.

Portland Head Light Portland Head Light

Commissioned by George Washington in 1787, this lighthouse project was provided $750 by the General Court of Massachusetts when Maine was still a part of Massachusetts. When the U.S. government took control in 1790, the lighthouse was given an additional $1,500 for its completion. The lighthouse got its name from being situated at the entrance for ships at Portland Harbor. Portland Head Light was first lit in 1791, making it the oldest lighthouse in Maine.

Located about 5 miles southeast of Portland in Cape Elizabeth's Fort Williams Park , the tower provided navigation to ships for almost 200 years. The lighthouse was decommissioned by the U.S. Coast Guard in 1989 when it became an automated tower.

The Holy Donut The Holy Donut

In 2010, Leigh Kellis felt the Portland food scene was missing great doughnuts. So she decided to make them. After months of experimenting with different recipes in her kitchen on Portland's Munjoy Hill , Kellis landed on a mix that met her standards. Her variation on a northern Maine recipe included a type of food you might not expect in doughnuts: potatoes. Riced potatoes added a unique flavor, texture and consistency that set Kellis' doughnuts apart, and orders from local shops started coming in. With her family's support, Kellis soon opened the first Holy Donut retail location. Now, the family-owned business is a bonafide doughnut destination with four Maine locations: two in Portland, one in Scarborough and one in Arundel.

With about 20 rotating imaginative doughnut flavors – including seasonal, gluten-free and vegan options – you have a good chance of finding a flavor that you'll love. Though potato doughnuts aren't for everyone, many recent customers rave about unique flavors like dark chocolate sea salt, maple bacon and pomegranate. They describe the doughnuts as dense, filling and delicious. Reviewers also tend to mention the friendly service adding to their positive experiences.

Portland Explorer: City / Cultural / Historical & 3 Lighthouses Tour

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Vintage Fire Truck Sightseeing Tour of Portland Maine

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Sunset Lighthouse Cruise Tour from Casco Bay

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Two Lights Lighthouses Two Lights Lighthouses free

Built in 1828, these two Cape Elizabeth lighthouses were the first twin lighthouses on the coast of Maine. They may look familiar: One of them was featured in Edward Hopper's well-known "The Lighthouse at Two Lights," a painting housed in the  Metropolitan Museum of Art in New York City . Today, the eastern lighthouse on Lighthouse Point Road is an active, automated station, shining 17 miles out to sea, while the western lighthouse is a private residence. Neither lighthouse is open to the public.

You can still get lighthouse views at On the Rocks at Two Lights, a lookout at Dyer Cove where recent visitors praised the natural beauty and recommend sunrise and sunset trips. While you’re there, stop for a bite at the Lobster Shack at Two Lights, a seasonal award-winning restaurant that dates back to the 1920s. The area is 6 miles south of Portland Head Light if you're in the mood for a lighthouse road trip.

Wadsworth-Longfellow House Wadsworth-Longfellow House

Built after the Revolutionary War, the Wadsworth-Longfellow House was home to four generations of the esteemed family whose contributions to American culture are now celebrated in this museum. The most famous person in this family was 19th-century poet Henry Wadsworth Longfellow, who grew up in the home.

Along with its esteemed namesake, the home is also important to Portland and U.S. history. The building is the oldest standing structure on the Portland peninsula, the first brick dwelling in the area and the first home museum in Maine. The site is operated by the Maine Historical Society.

Children's Museum and Theatre of Maine Children's Museum and Theatre of Maine

U.S. News Insider tip: Children's Museum and Theatre of Maine is next to Thompson's Point, a venue that hosts big name music acts for outdoor concerts and weekly events during the summer. The museum is also steps from the International Cryptozoology Museum where you can explore BigFoot mythology and more. – Mariya Greeley

If you're looking for something to do with the kids in Portland, the Children's Museum and Theatre of Maine is a must-see attraction. With more than 30,000 square feet of space, this museum provides interactive learning and fun for the entire family.

Coastal Maine Botanical Gardens Coastal Maine Botanical Gardens

U.S. News Insider Tip: Visiting during the holiday season? The garden creates a mile of spectacular light displays , called Gardens Aglow, open a few nights a week to brighten the winter darkness. – Mariya Greeley

The Coastal Maine Botanical Gardens is an attraction that took 16 years to create. What started as a dream for a public garden became the largest botanical garden in New England. Located about 60 miles northeast of Portland, the gardens consist of more than 300 acres of land, 17 of which feature plants native to the state. Each garden at the facility has a specific theme, including dahlias, bees and rhododendron, among others.

Munjoy Hill Munjoy Hill free

U.S. News Insider Tip: Munjoy Hill's Duckfat Frites Shack, a little sister location to downtown's Duckfat, has a limited menu, but shorter wait times than its popular sibling. You'll find the order window down an alley beside Oxbow Blending & Bottling. – Mariya Greeley

If someone mentions happenings on "the Hill" in Portland, they're likely not referring to Washington, D.C. politics but to the Munjoy Hill neighborhood of the city. Munjoy Hill is Portland's easternmost neighborhood and lies between Washington Avenue and Mountfort Street on one side and Casco Bay on the three others.

Portland, Maine: Hidden Histories Guided Walking Tour

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Donut Tasting Walking Tour in Portland’s Old Port

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Afternoon Lighthouse Cruise Along the Coast of Portland Maine

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Tate House Museum Tate House Museum

Tate House was built in 1755 for Captain George Tate and his family. Tate was a senior mast agent for the British Royal Navy, a role which meant he was responsible for the transport of white pines — now Maine’s state tree — from Maine to England. During hourly site tours, visitors should expect to see artifacts, furnishings and the grounds, which not only tell the story of how the Tate family lived in the 18th century, but also the importance of mast trade during this period.

Located about 4 miles west of downtown, the Tate House is the only pre-Revolutionary home in Portland that is open to the public. Past visitors say that the tour is an educational experience.

Portland Fire Engine Co. Tour Portland Fire Engine Co. Tour

Looking for a unique way to explore Portland? The Portland Fire Engine Co. sightseeing tour takes travelers on a ride around town in a vintage fire truck.

Expect to see scenic coastal views of Portland, along with historical sights, lighthouses and Civil War forts. During the 50-minute tour, you'll also enjoy a live narration of Portland history and view historical images provided by the Maine Historical Society on the truck's LED TV. Past tourgoers describe this as a fun outing and applaud the insightful guides.

Maine Narrow Gauge Railroad Co. and Museum Maine Narrow Gauge Railroad Co. and Museum

U.S. News Insider Tip: Look out for special events like Ice Cream Trains and Sunset Express rides on weekend evenings during the warmer months and special "Polar Express" rides during the holiday season. – Mariya Greeley

Located about 1.5 miles from the Portland Museum of Art , the Maine Narrow Gauge Railroad Co. and Museum teaches travelers about train preservation and Maine's narrow gauge railway history. The state's two-foot gauge railway system was made of tracks less than half the width of standard gauge railways. These narrow tracks were cheaper and easier to build while allowing trains to navigate Maine’s tough terrain of forests, rocky hills and mountains. A unique system, these rails helped to connect rural areas with larger cities and made travel and transportation of goods more accessible. From the 1870s until the 1940s, about 200 miles of narrow gauge railroads served many small communities in Maine.

Palace Playland Palace Playland

Situated about 20 miles south of Portland in the town of Old Orchard Beach, this 5-acre amusement park is New England's only beachfront amusement park. Past visitors say Palace Playland is an awesome place to take the family.

The park has a 24,000-square-foot arcade and features more than 200 games like Skee Ball and air hockey. And no amusement park would be complete without rides. Younger visitors can enjoy kiddie rides like a carousel and spinning tea cups, while older kids and adults test their bravery on the park's thrill rides like the Sea Viper roller coaster.

Funtown Splashtown USA Funtown Splashtown USA

Located about 15 miles south of Portland in Saco, Maine, Funtown Splashtown USA is a family-owned amusement park. The park is home to about 50 rides, water slides, pools and games for travelers to enjoy. Past visitors said the park is particularly fun for families with a variety of rides and clean facilities. However, some caution that lines can be quite long depending on the day and on-site food can be pricey.

Standout rides include Excalibur, Maine's only wooden roller coaster, and the Thunder Falls Log Flume, the longest and tallest log flume ride in Maine. The facility has several water slides, rides and pools at its Splashtown Water Park. And when your stomach starts to rumble, there are a variety of different eateries on-site (outside food and drinks are also allowed). 

Private Sunset Charter on a Vintage Lobster Boat

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Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

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Sunset Lighthouse Harbor Cruise from Portland's Old Port

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Portland Maine Bucket List: 15 Cool Things to Do

From mouth-watering restaurants to epic lighthouses to a booming craft brew scene, Maine’s main coastal city of Portland just may have it all. It’s casual, yet trendy. It’s impressive, yet doesn’t try too hard. It is a city of many layers—it’s a seaport, historical hub and cultural hotspot all rolled into one.

No matter what you come here for, or when you arrive, the list of things to do in Portland is pleasantly long. Here is a guide to what to see and the best ways to explore the city.

The Best Attractions & Things to Do in Portland, Maine

1. ✦  eat a holy donut.

There could not be a better name than Holy Donut for this establishment as the taste of their specialty donuts is simply divine. Created with real Maine potatoes mixed with wheat flour, the donuts are made fresh with all-natural ingredients.

You can go to any of their three locations–Park Avenue, Exchange Street and Scarborough–for your dose of donuts. There’s almost always a line out the door, so for the best selections arrive right at opening!

Of course, everyone will have their favorite flavors of the 18 different ones offered, but a clear frontrunner is the Dark Chocolate with Sea Salt, followed by the Maple Bacon, Fresh Lemon and Toasted Coconut. Mmm!

2. ✦  Take the Ferry to Peaks Island

A 20-minute journey from Portland via the Casco Bay Lines ferry will have you end up on Peaks Island where the laidback lifestyle will surely encompass you. The quaint island has a population of under 1,000, but it is packed with something for everyone. Spend your time here eating fresh seafood at one of the local cafes, relaxing on one of the many beautiful beachfronts or renting a golf cart to tour the entire island’s attractions, like the World War II history museum.

If you are up for a little more activity, opt to pop into a kayak to tool around the bay or take a bike ride along the scenic pathways. Whatever you do, don’t miss the quirky Umbrella Cover Museum with its assortment of umbrella covers displayed with various themes (including an X-rated section!).

3. ✦  Spend an Afternoon at the Old Port

Cobblestone streets, red-bricked buildings, charming boutiques, trendy restaurants and fishing piers—that’s what you’ll find in Portland’s Old Port. It’s a quaint historic district that overlooks the Fore River. Many folks head there in early June for the Old Port Festival or in December for Merry Madness. But, it is fun to explore anytime of the year!

If you are a fashionista, don’t miss a stop by Rough & Tumble to ogle their handmade handbags, Aristelle for some luxurious intimate apparel and Zane that has a beautifully curated collection of designer labels.

The shopping scene can get overwhelming in Portland, but In the Know Shopping can take you on a tour to many of their favorites.

For all the home chefs out there, don’t miss a stop at Salt Cellar who carries a full line of gourmet flavors, or pop into Skordo who specializes in freshly ground spices, herbs, blends and rubs.

For eats, grab some thoughtful small plates at Central Provisions or indulge in the chef’s tasting menu at Miyake. And if you are a French fries lover like myself, you have to book a seat at Duck Fat . Or just take a culinary walking tour in Old Port to get a sampling of local food. 

4. ✦  Sail the Casco Bay with Calendar Islands Sailing

Can you just imagine basking in the sun onboard a beautiful sailing boat with the wind in your hair and a glass of champagne in your hand? You don’t have to, because this can be your reality.  There’s no better bucket list worthy way to explore Casco Bay and its islands than on a sailing trip, and I had an incredible time doing so with Calendar Islands Sailing Co.

One of the most popular tours is their two-hour coastal sightseeing excursion, but they also offer island-to-island day cruises or personally customized trips. If you are up for more of an experience than opt for one of their overnight adventures. Either way, you will get a chance to discover the breath-taking scenery of the coast, the sights along the way and the islands.

Secrets of Casco Bay from GLP Films on Vimeo .

5. ✦  see the lighthouses.

If you are the kind who just can’t resist historical lighthouses there a handful in the Portland area, each with its own charm. The Portland Breakwater Lighthouse (aka: Bug Light) is a small lighthouse that sits at the end of the breaker and is unique because it was designed to look like a 4 th century Greek monument.

Built in 1897, Spring Point Ledge Lighthouse is a caisson-style light station (the only one in the United States!), but what is special about this one is that you have the opportunity to tour it. But, the most impressive and the one that is best known is the Portland Head Light at Fort Williams Park. You can easily spend a couple of hours strolling along the pathways to check out Maine’s oldest lighthouse from every angle. For even more information read our article: 5 Epic Lighthouses in (& Around) Portland Maine

For an extra bucket list worthy experience try taking the Lighthouse Bike Tour that will take you to three lighthouses, and includes a lobster roll! 

6. ✦  Visit the Historic Victoria Mansion

Built around 1860, this ornate summer mansion turned museum is impressive with its vintage look and captivating history. Everything about it is grand including the exterior that has balconies and verandas, and an interior décor of gilded areas, wall paintings, stained-glass skylight, beautiful draperies and splendid furniture.

Take a tour inside with knowledgeable guides who will tell you all about the mansion–from its origins as a summer residence for hotelier Ruggles Sylvester Morse to being bought by a resident of Maine who converted it into a museum. For its time, the mansion also had modern amenities such as hot and cold water and a central heating system.

7. ✧  Explore Maine’s Historic Eastern Cemetery

This is not your typical activity for any itinerary, but when a cemetery has a long and riveting history, it makes for an interesting visit as is the case with Eastern Cemetery. Dating back to 1668, this cemetery with thousands of graves is a chronicle of the life and times of several people including Portland’s leaders and soldiers. It also offers a glimpse into the social divisions of the early times as the graves are divided into different locations.

You can venture there on your own or opt for a guided tour organized by the non-profit group Spirits Alive from June to October.

8. ✦  Go on a Food tour

‘Live to eat’ should be your motto while in Portland as it has a vast variety of yummy food options and restaurants. You can easily set out to find your own delicious meal (which won’t be hard!) or unleash your inner foodie while learning about sustainability on a guided Maine Food for Thought tour.

The educational food tour will lead you on a walking path to eat your way through restaurants who feature locally sourced ingredients and a farm-to-table mindset. You will also get an understanding of the local food culture and delve even deeper with the stories behind the plate.

Though the stops and dishes can change, there was quite a delectable sampling on the day of my tour. For instance, the Union Restaurant dished up a bowl of locally sourced clam chowder with trout and Evo served a beet salad with a kalamata olive crumble and famous Maine blueberries. All the other stops were equally as delicious.

I can promise you that you will not leave this tour disappointed or hungry!

Take a peek behind-the-scenes:

GLP Films on Vimeo .

9. ✧  visit the portland observatory.

An imposing seven-story structure, the Portland Observatory is the only maritime signal tower still standing in America. Back when it was built by Captain Lemuel Moody in 1807, it functioned as a communication tower for ships making their way to the docks. You can go on guided tours of this octagonal tower that stays open from late May to October.

Each floor has interesting displays related to Portland history, maritime traditions and the observatory. You can climb to the top of the tower’s lantern (cupola) and then arriving at the lantern’s balcony will reward you with tremendous 360-degree views over Portland and the bay.

10. ✦  Enjoy the Craft Beer Scene

For all you beer lovers out there, Portland’s craft beer scene is booming! There’s nothing quite like drinking a ‘cold one’ in the open air while sitting at a picnic table with your pooch or playing a game of corn hole. Right? With a booming craft beer scene there is no shortage of good breweries to choose from.

Bunker Brewing Company is set inside a 1920s garage whose doors slide wide open. Novare Res Bier Café is a popular hidden beer garden that not only has a great food menu but also a nice international draft and bottle list. Of course, you can’t forget a visit to Allagash Brewery where you can take a classic tour then plop on their patio to indulge.

For a little more unique beer experience, pop onto a tour with the Maine Brew Bus whose expert guides (and bright green bus) will take you on a trip to discover the distilleries, breweries and wineries in the area. If being on a bus is not your thing, then take a walking beer tasting tour .

11. ✧  Visit the Portland Museum of Art

If your perfect afternoon includes ogling famous works of art, then the Portland Museum of Art is one of the top things for you to do in the city. With a collection of over 18,000 pieces on rotation you are bound to see some notable names during your visit, like Claude Monet and Andy Warhol. But, that’s not all! Ranging from paintings to pottery and sketches to sculptures, the exhibits include American, European and even local Maine works.

12. ✦  Get Fries at Duckfat Friteshack

Do you love French fries as much as me? Then don’t walk, run to Duckfat Friteshack for some of the best made from hand-cut Maine potatoes and fried in—you guessed it— duck fat. The Friteshack is an offshoot of the well-known Duckfat restaurant in Portland, and a popular one at that.

The shack is a casual joint where you place your order at the walk-up window from the limited menu. Fries can totally be a meal (especially if they are in the form of duck poutine), but in case you need more add on some doughnut holes or an extra thick milkshake.

Tip: Though I deemed the truffle ketchup the best homemade dipping sauce they serve, you can order a flight of all the six and judge for yourself.

13. ✦  Shop for Sea Bags

If you want to take home the ultimate Maine souvenir then don’t miss a stop at Sea Bags , where nautically inspired totes are made from recycled sails cloth. No two bags have the exact same markings! The magic happens in the heart of a working waterfront, where craftspeople meticulously design, sew and finish each piece.

You can shop right there in the front storeroom where hundreds are displayed, including their vintage collection that feature mainsail insignia logos. As each bag is unique, leave yourself some time to pick out the perfect one for you.

14. ✦  Drink at a Secret Speakeasy

Before you actually get to drink at Lincoln’s, you’ll have to find it first, and know how to get in—two minor details that won’t be shared here. But, that’s half the fun! Once you’ve cracked the code to get into this chill underground bar you’ll be greeted with a packed house who have come for the low-key vibe and $5 drinks. Yep, all the drinks are just five bucks, hence the name. Get it?

15. ✦  Eat Lots of Lobster

It doesn’t get more quintessential Maine then eating fresh lobster, and Portland has some of the best. You can start the indulgence with the well-known lobster roll. Typically, the famous rolls are simply made with fresh chunks of lobster meat, melted butter (and/or mayonnaise) served on a top-split New England hot dog roll. If you don’t want the carbs, then just opt for a whole lobster tail on a plate. You don’t have to complicate things to make them delicious!

There are plenty of places to get your lobster fix. Luke’s is one of the favorites amongst the tourists, but many of the locals also swear by Bob’s Clam Hut or Porthole . Warning: you may just have to do a lot of research (lobster sampling) to find your favorite.

A peek at where Maine’s lobster comes from:

Pete the Lobsterman from GLP Films on Vimeo

From lobster to museums to a booming craft beer scene, the city of Portland is packed with the best things to do and attractions to see. Be it on the water or on land, Maine’s hub is the perfect blend of the best activities.

Essential Tips for Visiting Portland, Maine Getting There: Portland International Jetport is a major hub and most airlines will fly into it. You can easily check for the best fare deals at Skyscanner , which also has the option to choose ‘cheapest month’ as the departure to find the lowest priced dates to fly to your destination. From the airport to the city center, you can use the subway, private car, limousine, shuttle or take a taxi. Where to Stay in Portland, Maine: It’s best to stay near the city center, public transportation or the area that you will be spending the most time in. AC Hotel by Marriott is a great choice in the Portland district. For something on the less expensive side, try Inn at St John located in Portland. For a hotel with a little more extravagance, book a room at the Blind Tiger Guest House . Or search some great deals on hotels of your choice at Booking.com . If you’re looking for more of a home atmosphere (or are traveling with a group of people), head over to Airbnb that has houses, apartments and even just a room for rent in every price range.  Getting Around: Driving in a new destination can be a bit of a challenge, but if you choose to rent a car, RentalCars.com has great deals. If you are not renting a car, there are plenty of other options. Taxis, Lyft and Uber are available all over the city. For a more budget friendly option, you can take the public bus or metro/subway. The DiriGo Pass Card is an all-in-one transit card offering rides on multiple forms of transportation (metro, train, bus) for one fee. Best Tours in Portland, Maine : You can find some of the top tours at Get Your Guide or Viator , and here are some of the top ones. tours: Portland: Old Port Culinary Walking Tour Portland, Maine: 2-Hour History Tour with Sweet Treat The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local Insurance: It’s always a good idea to travel fully insured so you are protected in case of trip cancellations or medical emergencies. You can check out pricing at Travelex Insurance . This post may contain affiliate links. If you make a purchase through my links, I earn a commission that helps to keep this blog running—at no extra cost to you. For more information read my full disclosure .

More About Maine

5 Epic Lighthouses in (& Around) Portland Maine Rockland Maine Bucket List: 9 Fun Things to Do 5 Winter Activities in Portland, Maine That Will Get You in the Holiday Spirit Maine’s Pemaquid Point (& Peninsula) Bucket List: 9 Great Things to Do Peaks Island Maine Bucket List: 9 Best Things to Do Rangeley Bucket List: Summer Things to Do in Maine’s Laidback City Kennebunkport Maine Bucket List: 20+ Things To Do in The Coastal Town 5 Things Not to Miss in Portland, Maine This Summer Great Towns: 8 Best Places to Live in Maine

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10 thoughts on “portland maine bucket list: 15 cool things to do”.

Will be coming in September

I’m sure you will love it there!

We’re coming in October can’t wait to have lobster.

Thanks for the info, now we have to make choices! Smooches!

We’re heading up this weekend and next week will try some of your suggestions!

Awesome list! We are here for the next 2 days and will try to cram in as much of these as possible!

I will be on a tour in Oct. 2022 So this will come in handy. I

That’s exciting. Enjoy!

Love this bucket list for Portland, Maine! I’ve been wanting to visit for years and this has given me some great ideas for things to do. The lobster fishing tour and exploring the Old Port are definitely at the top of my list. Can’t wait to try some of the delicious food and drinks, and maybe even spot some puffins!

I’m glad you enjoyed the bucket list for Portland, Maine! Your enthusiasm is contagious, and I’m sure you’ll have an amazing time exploring the Old Port and going on the lobster fishing tour. The food and drinks are indeed a highlight, so be prepared for some delicious experiences. And spotting puffins would be such a fantastic bonus! Safe travels and have a wonderful adventure in Portland. If you ever need more recommendations or have questions along the way, feel free to reach out. Enjoy every moment of your trip!

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One Day In Portland Itinerary: What To Do In Maine’s Coolest City

Here’s my guide to spending one perfect day in Portland Maine.

In 24 hours, this Portland travel guide gives you a step by step itinerary for exploring all of Portland’s must see sites, attractions, and landmarks. It also clues you in on what to see, do, and eat in Portland, even besides lobster rolls!

Portland is the perfect place to start your coastal Maine road trip . Located on a peninsula jutting into Casco Bay, Portland is a rare metropolis in a state filled with small hamlets.

It’s a hip and laid back place that almost seems too cool for one of New England’s most beautiful towns . Portland has myriad cultural offerings and is a bastion of historical preservation.

The restored Old Port is a warren of cobbled streets, filled with vibrant Victorian buildings and buzzing farm to table eateries. On Exchange Street, you can nab anything from fudge to fine crafts.

Downtown, there’s a thriving art school, infusing the city streets with creative types. There are 24 commercial art galleries. Restaurants and coffee bars are filled with visual art. In June, the revived downtown hosts the Old Port Festival, described as “part freak show, part art festival, part fashion parade.”

In June, the revived downtown hosts the Old Port Festival, described as “part freak show, part art festival, part fashion parade.”

Portland is also a hot spot for restaurants, coffee shops, breweries, and entertainment. Did I mention breweries? Beer lovers will be happy to know that Portland has 18 breweries all its own. It’s the Craft Bew Capital of America.

Best of all? Portland is one best day trips from Boston , less than two hours away.

READ : Must See Landmarks in Boston

Best Things To Do and See in Portland Maine in One Day

Here’s how to make the most out of one day in Portland Maine.

1. Holy Donut

Start your day bright and early by fueling up at the Scarborough location of Holy Donut . Holy Donuts is a grass roots start up company. It was founded on a simple idea — making unique hand made donuts with Maine potatoes and quality ingredients.

Holy Donut is now a cult favorite. You can get any manner of donut. On my last visit, I sampled maple bacon, which was simply delicious. There are also vegan and gluten free options.

Right now, Holy Donut is only located on Park Street in Portland. But a new and convenient venue is opening in Portland’s Old Port in July 2021. Coming soon? Cake donuts and ice cream sandwich donuts.

When you’re fueled up, head to the iconic Portland Light Head. It’s open daily from sunrise to sunset.

Address : 398 US-1, Scarborough, ME

2. Portland Head Light

About 15 minutes from downtown Portland, Portland Head Light is one of the most world’s most photographed lighthouses. It’s a beacon of light perched on the dramatic craggy coast of Cape Elizabeth.

The pretty white stunner was built in 1791 and renovated in 1831. It’s the oldest lighthouse in Maine. The lighthouse had live in staff until 1989, when it was fully automated.

The cliff walk from the lighthouse offers stunning views and the wafting smell of the ocean.

There’s also a small onsite museum open during high season, which sits inside the former Keeper’s Quarters. It gives you an overview of the history of this famous lighthouse.

If hunger calls, there are some food trucks in the parking area where you can grab a lobster roll or taco.

Address : 12 Captain Strout Circle, Cape Elizabeth ME

3. Portland Museum of Art

Opened in 1983, Portland’s crown jewel and premiere art destination is the Portland Museum of Art . It’s an architectural masterpiece designed by I.M. Pei of Louvre fame. Its innovative architecture allowed curators to redefine the art viewing experience.

The small boutique museum is a little oasis of art in Portland’s Arts District. It has an impressive collection of late 19th and early 20th century art.

There are works by Andrew Wyeth, John Singer Sargent, Edward Hopper, Winslow Homer, and Marsden Hartley.

The museum also has a good cache of Impressionism works (Monet, Degas, Renoir) and hosts traveling international exhibits. The museum also promotes works by local Maine artists.

Address : 7 Congress Street, Portland ME

Hours : Thur, Sat & Sun from 10:00 am to 6:00 pm, Fri from 10:00 to 8:00 pm. On Friday, there’s free admission for all

Entry fee : $25

4. Cathedral of the Immaculate Conception

In 1866, Portland’s Great Fire destroyed the first iteration of Portland’s cathedral. But it was replaced with a beautiful 200 feet tall Neo-Gothic brick structure.

The twin tours are somewhat reminiscent of Strasbourg Cathedral, a famous landmark in France . The cathedral is on the National Register of Historic Places.

The Roman Catholic church serves as the diocese in Portland. Inside, you’ll find stained glass windows from Munich, seven imposing pillars on each side of the nave, Gothic arches, and a lovely organ.

Address : 307 Congress St, Portland, ME

4. Lunch in the Old Port

It’s lunchtime! The classic Portland lunch is a lobster roll at the Portland Lobster Co .

At this casual seaside joint, you can sit under umbrellas and admire the Old Port. Their seafood is locally sourced and mostly organic. Even their straws are biodegradable.

Another good option on Middle Street for lunch at Eventide Oyster Co . Servers will shuck oysters caught that morning right before your eyes, while you’re waiting for the requisite lobster roll.

If seafood isn’t your thing, across the street is Duckfat .

The restaurant serves up European-style sandwiches and crispy pomme frittes. These hand cut fries are fried in, as its name suggests, duck fat. They come with a selection of fancy dipping sauces.

As an alternative to a specific place for lunch, you may want to take a 2-3 hour food tour in the old Port . Or go on a 3 hour food truck tour by bike .

As an alternative to a specific place for lunch, you may want to take a 2-3 hour food tour in the old Port or a 2.5 hour seafood tour . Or, for even more fun, go on a 3 hour food truck tour by bike .

5. Explore the Old Port

After lunch, explore ehe charming Old Port. It’s a picturesque historic neighborhood with a movie set feel. With its cobblestone lanes and photogenic harbor, the Old Port district is dose of urban New England charm in a state of bucolic pleasures.

You may want to book a 2 hour history walking tour in the Old Port.

Start on Commericial Street, the main drag, and work your way inward. The Old Port is known for its cobblestone streets, 19th century brick buildings, and fishing piers. The Old Port is also a hive of activity.

From posh to funky, you’ll find all the best boutiques, galleries, restaurants, and bars in Portland. It’s a great place to dine and bar hop, though in the summer you’ll have tourists.

If you hate malls, the Old Port is a wonderful place to shop. Everything is unique and for sale in quaint boutique shops.

Zane is my favorite women’s clothing store in Portland. Another popular designer concept shop is Judith , though I personally found the clothing to be rather unapproachable and too formal.

Chefs should head to LeRoux Kitchen with a slew of kitchen gadgets and an entire floor dedicated to Le Creuset cookware.

Or try Stonewall Kitchen , a gold mine of ingredients. The Salt Cellar is super cute with a huge selection of culinary and spa salts.

For exquisite artisan pottery or glass art, try Simon Pierce or Edgecomb Potters .

If you need a snack, head to Beal Ice Cream Shop or Old Port Candy Co . Bibliphiles should also pop into Longfellow Books .

6. Portland Schooner Company

If you have time, in the late afternoon, take a 2 hour boat ride on Casco Bay. Portland Schooner Co has three early 1900s schooners on the National Register of Historic Places.

You’ll have a different view of Portland and a deep breath of sea air.

Address : 56 Commercial Street, Maine State Pier, Portland, ME

6. Pre-Dinner Cocktails

No trip to Maine would be complete without trying the hometown craft brews, so head to Novare Res Bier Care or Allagash Beer . Click here for a definitive guide to the best breweries in Portland.

Alternatively, sample a luscious Italian wine at Via Vecchio on Dana Street. If you’re there for happy hour, you’ll get a free charcuterie plate.

With local fresh seafood on its doorstep, a popular farm-to-table vibe, and a smattering of creative contemporary restaurants, Portland Maine is officially a foodie haven.

I loved Solo Italiano on Commercial Street best. The restaurant serves up creative northern Italian dishes. The pasta is delicious and hand crafted in house.

Alternatively, head to Fore Street . This restaurant is regularly in the running for accolades. It features food that’s foraged, farmed, and fished locally and is set amid an intimate open air kitchen. Get the mussels, which are the best on the coast of Maine.

Two other Portland restaurants made the New York Time’s list of best restaurants in the US in 2022 — Leeward and Twelve.

Leeward serves up pasta dishes and seafood and is a James Beard finalist. Twelve has a beautiful minimalist decor and is housed in a historic brick building on the waterfront. There’s a prix fixe and a la carte menu and extensive wine list.

If you’re a connoisseur of craft beer, you may want to take a 2 hour craft breweries tour as well.

8. City Hall & Merrill Auditorium

If you opted for an early dinner, take in a performance at Merrill Auditorium in City Hall.

Portland’s current City Hall was completed in 1912 in the Renaissance revival style. The three story, horseshoe shape building features a mansard roof. As the seat of Portland’s government, the building houses the city’s offices. It’s also home to Merrill Auditorium, a 3,000 seat venue.

Merrill Auditorium is the site of Portland’s performing arts scene. It’s an elegant restored concert hall, which houses the world famous Kotzschmar Memorial Organ.

The venue hosts concerts by the Portland Symphony Orchestra, touring national theater companies, dance companies, and music acts. The Portland Opera Repertory also uses Merrill for full scale productions and performances.

Address : 20 Myrtle St, Portland, ME

Tips For Spending One Day in Portland Maine

Here are some must know tips for having an efficient day in Portland.

1. How To Get To Portland

Portland is home to Maine’s largest airport, Portland International Airport. So you can fly right into Portland.

You can also fly into Boston’s Logan Airport, which is a 1:45 drive from Portland.

If you’re already in the city, Portland is one of the best day trips from Boston . You can take the train from North Station in Boston to Portland Transportation Center. From the station, it’s a 40 minute walk, 10 minute bus ride, or 5 minute taxi ride.

2. How To Get Around Portland

Portland is a compact and walkable city. I walked everywhere in Portland.

But there are many other fun ways to explore the city by ferry, bus, boat, or bike. You can:

• take a 3 hour bike tour around Portland
• take a 3 hour street art bike tour
• take a 3 hour tour to the lighthouses
• take a lunch cruise in downtown Portland
• take a nighttime dinner cruise
• or take a sightseeing tour on a vintage fire truck

3. Where To Stay In Portland

Portland is filled with fantastic hotels. Here are the top four choices, to my mind.

The Blind Tiger is a cool boutique hotel in a 19th century mansion in the Old Port. It’s a luxurious place with bright colors and a private rooftop deck.

The Press Hotel is a cool hotel where the rooms look like writers’ desks. There are typewriters in the lobby and old new copy blown up on the wall.

The Best Bower is a tiny boutique hotel in the city’s restaurant-friendly East End. It’s housed in a beautifully restored craftsman building.

The Francis is Portland’s newest boutique hotel. It’s housed in a restored 19th century building. There’s custom furniture and art in the rooms.

4. When To Visit Portland Maine

The best time to visit Portland is June through October. You’ll get reliable good weather and can enjoy the outdoor activities. Winter begins in mid November is very chilly.

5. More Than One Day In Portland?

There are plenty of other interesting things to do if you have more than one day in Portland.

1. Eastern Promenade

Portland has some excellent green spaces. Designed in 1905 by the minds beyond Central Park, Portland’s beloved Eastern Promenade offers stunning vistas of Casco Bay.

The promenade is Portland’s playground. It’s a 68.2 acre historic public park. There’s plenty of walking and running trails and picnic areas.

Park your car along this stretch of green and walk along the hilltop. From there, you can admire Victorian mansions and watch ferries carrying commuters to offshore islands.

The active among you should rent a bike at CycleMania in East Bayside and complete the 3.6 mile Back Cove Trail. The Front Room will revitalize the famished. If it’s caffeine you need, head to the Hilltop Coffee Shop.

2. Portland Break Light, Known as Bug Light

If you want a lighthouse all to yourself, head to Bug Light . Its official name is the Portland Breakwater Lighthouse, but the locals don’t call it that. If you’ve started your day early, you could stop here on your way from Portland Head Light into the city center.

Bug Light is a unique little beauty. It’s a rare lighthouse with decorative Corinthian columns, taking a cue from classical Greece. It’s perched on the cusp of Portland Harbor and gives you sweeping views of Portland’s cityscape.

Bug Light Park provides 9 acres of meticulously maintained and manicured parkland. You can picnic, hike, or kite.

Are you obsessed with lighthouses? If so, you want a tour of Portland and all 3 lighthouses nearby, you can book this 2 hour tour with a local .

Address : S Portland Greenbelt Parkway, South Portland ME

3. Hiking Trails

Portland also has plenty of outdoor hiking trails for nature lovers. An hour from Portland is the Burnt Meadow Mountain Trail, which is a 3.6 mile trail strewn with wildflowers.

To land on a beach, hike the meandering 3.8 trail from Morse Mountain to Seawall Beach.

Just 30 minutes from Portland is Bradbury Mountain State Park, with an easy 1.9 mile trek on the Tote Road Loop.

4. Home of Henry Wadsworth Longfellow

If you like to admire Victorian mansions, head to West Portland. Make your way to the historic home of poet Henry Wadsworth Longfellow . It’s a three story brick landmark, a fine example of Colonial architecture and the oldest building on the peninsula.

Longfellow penned many of his poems right from this home. Built in 1785, the Longfellow House is now the home of the state’s historical society.

Once inside, you can step back into the daily life of the most famous author of the day. There is original period furniture and artifacts. Behind the house is the Longfellow Garden. It’s a quiet oasis in Downtown Portland that’s free to visit.

Address : 489 Congress St, Portland, ME

I hope you’ve enjoyed my one day itinerary for Portland. You may enjoy these other New England travel guides and resources:

• 3 Days in Boston Itinerary
• 1 Day In Cambridge Itinerary
• 7-10 Day Itinerary for Vermont
• 10 Day Itinerary for New Hampshire
• 25 Most Beautiful Towns in New England
• 10 Day Itinerary for Coastal Maine
• Fall Foliage Road Trip in New England
• 3 Day Itinerary for Boston
• Walking the Freedom Trail in Boston
• What To Do In the Berkshires
• Places To Visit In Massachusetts

If you’d like to spend 1 day in Portland Maine, pin it for later.

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Last Updated on March 13, 2023 by Leslie Livingston

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18 Best Things to Do in Portland, According to a Maine Local

Delicious seafood restaurants, beautiful island excursions, and cool breweries await.

When it comes to finding things to do in Portland, Maine, there's no one itinerary that fits all. The Pine Tree State's largest city is filled with maritime history, waterfront trails, and a slew of artisanal shops, award-winning restaurants, and craft breweries.

As a lifelong Mainer and former Portland resident, I can recommend a few things to keep in mind when planning your trip. For starters, pack some comfortable shoes and layers (even the hottest of summer days come with brisk nights).

Portland is essentially divided into two parts: on-peninsula (where the bulk of the following recommendations are located) and off-peninsula (including the outskirts and many residential neighborhoods). Walking, biking, taxis, and public transportation are all options if you mainly plan to stay on the peninsula. If you want to explore the outskirts of town, you'll likely need a car. Parking can be complicated, especially during peak travel months, so you may want to choose a hotel that offers it (such as The Francis, where it's free for guests).

From historical trails to island excursions, here are 18 of the best things to do in Portland, Maine.

Walk along the Eastern Promenade.

For a quintessential waterfront stroll, set off along the Eastern Promenade Trail from downtown Portland. The two-mile path is one of several in the park of the same name , designed by the renowned Olmsted Brothers in the early 1900s. Along the way, look out for the many migratory birds that make a rest stop here, and grab a bite from the food trucks in the Cutter Street parking lot. The East End Beach (which is more rocks than sand) is a scenic spot to take in the views of Casco Bay or rent a kayak for a different perspective of the city. If you want to explore further, the promenade links to the Back Cove Trail and Bayside Trail .

Enjoy the view from the Portland Observatory.

Get a 360-degree panorama of the city from atop the 86-foot-tall Portland Observatory . You can climb the seven flights of stairs at your own pace or request a guided tour for a deeper dive into the legacy of the building. The tower, which dates from the early 1800s, is the only remaining historic maritime signal station in the United States. Open from late May to early October, it's run by the nonprofit Greater Portland Landmarks , which also offers walking tours of various Portland neighborhoods.

Have a drink at Luna Rooftop Bar.

The Canopy by Hilton has a prime location on the Portland waterfront, and its rooftop bar and restaurant, Luna , has become a favorite among hotel guests and locals since it opened in 2021. Small bites and artisanal cocktails await with a panoramic view of the harbor from the sixth-floor vantage point. If you happen to book a stay at the hotel, don't miss the pastries and specialty lattes at Salt Yard , located on the street level.

Visit the art gallery in The Press Hotel.

Housed in the former headquarters of the Portland Press Herald, The Press Hotel is one of the best luxury hotels in Maine . Even if you're not staying here, it's worth popping by the property's lower-level art gallery, which is open to the public and spotlights the state's emerging and established creatives. Stick around for a beverage in the lobby bar, which pays homage to the glory days of journalism with an installation of 62 vintage typewriters.

Check out an event at Thompson's Point.

Thompson's Point is a one-stop spot for entertainment, a children's museum, and year-round special events (it even has a skating rink in the winter). In the summer, the venue offers free live music at sunset and ticketed concerts in partnership with the State Theatre , as well as a wide selection of food trucks and places to grab a beer, wine, or coffee. On select Sundays, the restored railroad shed hosts the Maker's Market, where you can shop for pieces from local artisans while sipping mimosas from the bar.

Go brewery hopping.

With a craft beer scene like Portland, picking just one brewery to visit is impossible. The Maine Brews Cruise offers behind-the-scenes walking and bus tours of the city's pubs and breweries. Those wanting to experience Portland's breweries on their own time can check out the Maine Brewers' Guild's route planner , which allows you to build a personalized itinerary and map.

Eat tacos at Bird & Co.

While many visitors have their taste buds set on fresh Maine seafood (and rightly so), this taco joint should not be skipped. Thankfully, the 12 taco varieties are sold individually because the creative menu will likely have you ordering one of each (or close to it). Vegan and vegetarian options are deliciously celebrated, too.

Admire masterpieces at the Portland Museum of Art.

Whether you're a museum lover or simply looking for things to do in Portland on a rainy day, you can't go wrong with a visit to Maine's largest and oldest public art institution. Founded in 1882, the Portland Museum of Art features temporary exhibits and a permanent collection with over 19,000 works, including pieces by Andy Warhol and Claude Monet. The museum spans three architecturally stunning buildings in the city's vibrant Arts District and boasts a great sculpture garden. Check out the calendar to see what's on, or plan your visit around the free admission times, including Friday evenings and every third Thursday of the month.

Take the ferry to Peaks Island.

One of the best things to do in Portland (or anywhere in Maine, for that matter) is to get out on the water — especially in the summer. For a few dollars each way, a 20-minute ride to the islands of Casco Bay will let you bask in the ocean air, and the frequent ferry schedule makes it easy to fit into your itinerary. On the charming Peaks Island, you can find a quiet picnic spot, enjoy ice cream from Down Front or a cinnamon bun from Peaks Cafe, and stop by the one-a-kind Umbrella Cover Museum . Kayak and bicycle rentals are available (though golf carts are the preferred method of transportation). For a longer getaway from the city, spend the night at The Inn on Peaks Island.

Shop at The Black Box.

Located on the popular strip of Washington Avenue, The Black Box is a series of repurposed shipping containers that provide small businesses with a physical space to operate. Current retailers include Moonday Coffee, Thicket Jewelry, and Pinebury activewear. Since this is an incubator space, check the website for the most up-to-date businesses.

Ride the Maine Narrow Gauge Railroad.

This family-friendly railway takes passengers on 40-minute train rides along the Eastern Promenade with scenic views of Casco Bay. Save some time to roam the museum before or after the ride. In the summer, there's the Ice Cream Train, where every passenger gets a cone, and winter brings the festive Polar Express, based on the popular Christmas movie.

Discover hidden gems on Stevens Avenue.

There's a small stretch of Stevens Avenue in the Deering Center neighborhood that's not to be missed. Grab a coffee at Rwanda Bean , where 50 percent of the profits go back to the farmers. Then, check out The Honey Exchange to learn about beekeeping and peruse some home goods, natural beauty and health products, honey-based items, and local beverages. Darby Jones , a boutique that dubs its carefully selected wares as "desirable nonessentials," is a great alternative for typical souvenirs.

Chow down on fresh seafood at Luke's Lobster.

There's a certain buzz and sense of place that comes with dining within arm's reach of a working waterfront. Seeing the fisherpeople pull up with the day's catch connects diners at Luke's Lobster with their meal and the local community. But it isn't just the fresh seafood that's to be celebrated. Luke's Lobster has outposts around the globe, including an online market, and it's proud of its sustainable practices and Certified B Corp status.

Catch some live music.

Portland attracts an array of musicians and artists, and is home to multiple venues for performers. Portland House of Music , One Longfellow Square , State Theatre , Blue , and Merrill Auditorium are among the most popular spots to enjoy a concert.

Go lobstering with Lucky Catch Cruises.

Experience a day in the life of a lobster fisher with Lucky Catch Cruises , which offers interactive excursions focusing on Maine's most important food export. During the 90-minute tour around Casco Bay, you can try your hand at hauling up the traps and enjoy the scenic views of the coast, historic forts, and lighthouses. After the cruise, purchase some lobster at the wholesale price — the restaurant next door, Portland Lobster Company , will happily cook your catch for you.

Wander the cobblestone streets of the Old Port.

The Old Port is a section of downtown Portland that's home to 19th-century red brick buildings, cool boutiques, bars, restaurants, nightclubs, and live entertainment venues. Even when Portland's population soars from 66,000 to more than two million in the summertime, there's a quaint vibe to this part of the city. Pair your visit with a sail with Portland Schooner Co. , which offers two-hour Windjammer cruises around the bay.

Stop by Maine's oldest bookstore.

Founded in 1886, Sherman's Maine Coast Book Shop has several locations around the state, including one in the heart of Portland on Exchange Street. Here, you can find books by local authors, as well as those on the bestseller list. Sherman's also sells gifts, toys, and a variety of Maine-made specialty items.

Grab a bite at The Porthole.

Yes, it will be busy, but The Porthole is simply one of those places you have to experience in Portland. The hole-in-the-wall restaurant opened on the waterfront in 1929 to fuel fishermen early in the morning before they went out for a day of laborious work. May we suggest the lobster Benedict for breakfast and baked stuffed haddock for dinner?

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15 Best Things to Do in Portland, Maine

There are plenty of things to do in Portland, Maine. But the best part: No one here is trying to impress you with trendy-this or glam-that. Sure, they want you to be here, and to share their love of creative food and a proud history of agriculture, craftsmanship, and maritime culture. At the end of the day, though what makes this proud little city fun is that the best things to do in Portland remain so true to its identity. From epic sailing trips and historic homes to funky artisanal-ware boutiques and independent locavore restaurants , these are some of the best ways to discover Old Port and beyond. 

Read on for our local-led selections of what to do in Portland.

Find our complete Portland, Maine, travel guide here .

This gallery has been updated with new information since its original publish date.

Peaks Island Arrow

Peaks Island isn’t about any one thing in particular; it’s about settling into a slower pace of life. The 720-acre island is home to about 1,000 full-time residents (which turn into 3,000 come summer) focused on maintaining the area's natural beauty, history, and laid-back living. With the ferry ride from Portland clocking in at just 15 minutes, Peaks attracts many day trippers, while others rent cottages or stay at The Inn on Peaks Island for a few days or a week or two (camping isn’t allowed). Most non-residents get around by foot, bike, or rent a golf cart on Island Avenue. To witness what makes Peaks Island such a distinctive place, do one of two must-hit activities: Walk (or bike) the loop of the island and soak up its quiet calm for an afternoon, or get yourself a seat outside at the Cockeyed Gull restaurant around lunchtime. Nothing offers a better window onto the way of life here.

Portland Schooner Co. Arrow

Boarding one of these three schooners, all of which are on the National Register of Historic Places, is a terrific and different way to see Portland. It's also fantastic for kicking back while discovering how beautiful Casco Bay is, with fresh, salty air all around you. For anyone who appreciates the above (as long as your stomach doesn't do flips on the water), consider a sail with Portland Schooner Co. your one-and-done mode of exploration. 

Portland Freedom Trail Arrow

A free and self-guided tour (no tickets required), the Portland Freedom Trail winds past 13 key sites celebrating 19th-century Black Mainers who fought to end slavery. It spotlights places along the local Underground Railroad used to secretly move formerly enslaved people into Maine and across the border to Canada (a crossing that signaled freedom). Included along the trail are other important historic abolitionist monuments, from the wharf, where many enslaved people stowed away on vessels to Maine, to churches-turned-meeting houses, private homes (with hidden passageways), and businesses that cleverly included anti-slavery pamphlets in their products.

Portland Museum of Art Arrow

Founded in 1882 as The Portland Society of Art, this is the oldest public art institution in the U.S. That said, it's relatively small and unassuming—more of a boutique museum, really. It's spread over three interconnected, architecturally significant buildings: one modern building designed by I.M. Pei; one Federal-style, three-story mansion built in 1801; and one Beaux-arts style gallery built in 1911. It’s home to pieces from giants like Andy Warhol and Claude Monet, and significant collections of paintings by Wyeth, Homer, and Edward Hopper.

Munjoy Hill Arrow

Both a jolt of energizing creativity and a window to the city's history, this neighborhood is spread across the high ground at Portland's east end. It was one of the first areas of Portland to be settled in the 1630s, and for centuries was home to working-class immigrants who made their livings on the waterfront—with an image of being a rough-around-the-edges but close-knit community. Then the ‘90s hit, along with an influx of artists and a burgeoning restaurant scene that brought new condos, art galleries, funky boutiques, and lively eateries to the area. Now, it’s also got the city's best view at the Portland Observatory , those same fun shops, and award-winning restaurants like Terlingua. It's the crossroads of historic Portland and the cool, contemporary side of the city. 

Portland Head Light Arrow

Dating back to 1791, this is the oldest lighthouse in Maine and arguably the most beautiful in New England. It contains an excellent museum (in the former Keepers' Quarters) delving into its history, as well as a gift shop. Just outside is Fort Williams Park, made up of 90 acres filled with coastal hiking paths and picnic tables, gardens, and a beach. Note that the park is open year round from sunrise to sunset, but the museum and shop are open daily in the summer, and weekends only during the off-season.

Old Port Arrow

When visitors think of Portland, it's Old Port's salty-aired, cobblestone streets and wharves that come to mind. Lined with boutiques and art galleries that alternate between posh and funky, 19th-century brick buildings, and some of the city's best restaurants and bars , it's a neighborhood that melds the cool and the quaint. In summer, Old Port is packed with tourists here for a sail with Portland Schooner Co., to check out the shops and world-famous restaurants, to visit the neighboring Casco Bay islands, or stroll the working harbor. Crowds thin out in the fall and become all but nonexistent in the winter, which is when locals reclaim the streets, and come out to dine and bar-hop themselves every evening.

Maine Day Ventures: Portland Old Port Culinary Walking Tour Arrow

The flagship among all of Maine Day Ventures’s (formerly Maine Foodie Tours) offerings is this food tour that spotlights the ever-changing group of eateries and breweries that have helped put Portland ’s working waterfront area on the map. Expect to sample everything from fresh lobster rolls to local craft beer, Maine crabmeat maki rolls, potato donuts (from Holy Donut ), and creative superfood smoothies (at Blake Orchard). Some of the included stops are expected (you simply can’t tour in Old Port without a few spoonfuls of chowder) and others surprising (chocolate truffles made from Aroostook County potatoes, for example). Above all, the storytelling and interactions are solid; guides do a good job of providing wide-ranging context for how foods are made and how they fit into the culture of the city.

Bug Light Park Arrow

Also known as Portland Breakwater Light, Bug Light (nicknamed for its small size) sits on the cusp of Portland Harbor and affords sweeping views of the city skyline. The expansive view of Portland and its working harbor dominates, with Munjoy Hill , Fort Gorges, and a handful of Casco Bay islands in the background. It's set against about nine acres of maintained and manicured parkland, which residents use for picnics, boating, fishing, and kiting. Lighthouse lovers could easily spend hours just examining the 1875 structure's decorative Corinthian columns alone.

Portland Farmers' Market Arrow

Supporting local agriculture has been a part of Maine's way of life for as long as anyone can remember, and Portland's farmers' market is one of the best places to embrace that mission. Here 40-plus growers, cheesemakers, beekeepers, berry farmers, bakers, wildflower florists, and far more set up stalls twice a week in the summer and fall (Saturdays at the Deering Oaks Park location, and Wednesdays at Monument Square) and once a week during winter (Saturdays on Stevens Avenue).

Allagash Brewing Company Arrow

The vibrant craft beer movement in Portland may not exist without Allagash. It's such a power player that the industrial park it calls home has turned into a brewery incubator of sorts, serving as a breeding ground for more than a half dozen Portland breweries , many of which have gone on to great success. The beer that made Allagash famous is its White—founder Rob Tod's version of a Belgian wheat beer—which has become the de facto light beer for IPA lovers around the country. But Allagash does many things well, and whatever your beer proclivities, you'll find something you'll enjoy here. 

Thompson's Point Arrow

Nature meets culture at this open-air entertainment venue on the Fore River, surrounded by three acres of picnic-ready lawn. The space, with its industrial-cool restored railroad shed, partners each summer with the State Theatre of Portland to host big-name concerts (everyone from Bob Dylan to Modest Mouse and The Lumineers). The rest of the year it brings in festivals: In summer, its “Maker’s Market” events are a Valhalla for those who yearn to shop artisanal, with an onsite bar in easy reach. In winter, there's a well-tended skating rink that’s part family recreational center, part all-day, grown-up party. Whatever time of year or activity you come for, don’t neglect the epicurean attractions on the periphery, either: Thompson’s Point has a long track record of luring the most incredible food trucks in Southern Maine. 

The Arts District Arrow

The Arts District is more a deep dive into the diversity of creativity in and around Portland than it is a single experience. It's a neighborhood that encourages and celebrates artistic expression—from performances on stages and sidewalks, to abstract garden sculptures in the Portland Museum of Art ; to, even, small family exhibits of paper mâché in coffee shops. Taken as a whole experience, the area is an excellent window into the kind of independent thinking that makes Portland tick, and is worth a look for anyone curious about its cultural mindset. If you can, time your trip to the first Friday of the month when, from 5 p.m. to 8 p.m., tourists and locals alike arrive to take part in First Friday Art Walk , a self-guided tour of the area's arts offerings.

Eastern Promenade Arrow

Portland’s water views are at their most glorious in this 68.2-acre historic public park, where the city harbor and Casco Bay are the backdrop to walking and running trails—wooded and paved—dog walking, to boat launches, high-energy tennis matches, picnics, and relaxed beach days. It's an easy-to-access, well-kept, splendid playground for all kinds of revelers, and one of the finest ways to experience what makes Portland such a special city.

Lucky Catch Cruises Arrow

Let the ultra-squeamish stay home; this 90-minute seafaring tour delivers a fun, hands-on understanding about one of New England's most important industries: lobstering. It's a fascinating educational mini-journey into the heart of Maine culture, and an up-close look at where one of the country's most prized foods comes from. Run by a tight-knit company of lobstermen and their friends and crew, these excursions are designed to offer a first-hand glimpse into the daily routine of catching lobster. These guys are the real deal; when not bringing passengers along, they're indeed out there on the waters, hauling in their traps. 

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Adventuring Dreamers

The Ultimate Guide to the 59 Best Things to Do in Portland, Maine

The definitive handbook to portland, maine: uncovering 59 must-experience activities in the city.

Looking for things to do in Portland, Maine? I’ve got you covered. From lighthouses to breweries, here are the top 59 experiences in this charming coastal town.

I visited Portland in October and I completely fell in love with this little coastal town. I found myself exploring every nook and cranny as much as I could. And guess what? For a small town, it turns out that there is a lot to do in Portland, Maine.

Between exploring breathtaking natural beauty, strolling down historic streets, and checking out cultural landmarks, there is something for everyone here. But you’d hardly know it since most of Portland’s awesome activities are hardly ever talked about!

So, if you’re visiting Portland and looking for some fun things to do, you’re in the right place. From diving into culture and history at museums, taste testing at the many breweries, and exploring Portland’s famous lighthouses, I’m going to go over the 59 very best things to do in Portland, Maine.

Top Experiences in Portland, Maine

⭐ Donut Tasting Walking Tour in Portland’s Old Port

🌟 Old Port Culinary Walking Tour

⭐ A Walk Through Time Tour in Portland

🌟 Stand-Up Paddle Sunset Tour in Portland

59 Best Things to Do in Portland, Maine

Discover Portland, Maine’s authentic charm through the 59 best things to do in Portland, Maine. 

Explore the Historic Old Port District

Portland’s Old Port is a charming blend of cobblestone streets, 19th-century brick buildings housing posh boutiques and art galleries, and renowned restaurants and bars. Whether you’re visiting Portland in the summer, winter, spring, or fall, this historic neighborhood is a must-stop location.

1. Portland Freedom Trail

Explore the Portland Freedom Trail. It’s a free and self-guided tour highlighting 13 significant sites commemorating 19th-century Black Mainers who played pivotal roles in the fight against slavery.

The trail unveils the local Underground Railroad’s clandestine routes. As you go from milestone to milestone, you’ll wander through historic wharves, churches, private homes with hidden passageways, and businesses that ingeniously distributed anti-slavery pamphlets alongside their products. 

This immersive experience sheds light on the incredible journey of formerly enslaved individuals seeking freedom in Maine and Canada.

This is an awesome free activity in Portland.

Best for: history enthusiasts, cultural explorers, and those interested in the abolitionist movement. Location: Start anywhere on the trail’s 2-mile trek, such as Maine State Pier or Lincoln Park.

2. Shop til you drop on Exchange Street

One of the best things about exploring a historic town is wandering through the many shops and boutiques in the city’s downtown area. Portland does not disappoint when it comes to charming little stores featuring unique souvenirs that are so tempting to purchase and take home. I myself ended up with a pair of jade and raccoon teeth earrings (I made sure they were ethically sourced) from the Maine Souvenir Shop. 

Indulge in a shopping extravaganza on Exchange Street in Old Port, Portland. Lined with eclectic boutiques, this vibrant street invites you to discover unique treasures, from fashion finds to locally crafted art. 

Best for: travelers who relish eclectic finds and locally crafted treasures. Location: Start on the corner of Congress Street and Exchange Street and make your way down to Commercial Street (as well as the rest of the Old Port area).

3. A Walk Through Time Tour in Portland

A Walk Through Time Tour is a mesmerizing exploration of Portland’s rich history. Our tour was led by a seasoned local guide named James who has been living in Portland for 30 years.

This immersive walking tour weaves tales of Portland’s past as you traverse the Old Port, downtown, and waterfront areas. 

Highlights include exclusive access to the Customs House, glimpses into historic sites like Hendry Wadsworth-Longfellow’s home, and engaging narratives about Portland’s fascinating history.

➡️ To see my detailed review of my experience on the A Walk Through Time Tour in Portland, Click Here.

Best for: history enthusiasts seeking an immersive and personalized exploration led by a seasoned local guide. Location: You’ll meet at a designated meeting spot on Commercial Street and then tour much of Portland’s downtown area.

4. Audio Guided Walking Tour from Old Port of Portland, Maine

Explore Portland, Maine, at your own pace with the Audio Guided Walking Tour from Old Port . 

This self-paced adventure offers the freedom to discover the city’s historic streets on your schedule. With professionally produced narration and music accessible on your smartphone, immerse yourself in captivating tales of landmarks like cobblestone streets, Wharf Street, and Henry Wadsworth Longfellow’s home. 

Uncover diverse histories, from lighthouses to prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, and colonial times. 

The tour never expires, providing a comprehensive guide for every visit to this coastal town. With this experience, you’ll always have an immersive adventure waiting for you in Portland.

Best for: independent travelers who prefer a self-paced experience. Location: Portland, Maine

5. Stroll Through Commerical Street

Stroll through Commercial Street in Old Port, Portland, Maine, where the salty breeze mingles with the smell of fresh salt air. Cobblestone streets lead you past an array of charming boutiques, art galleries, and 19th-century brick buildings that encapsulate the neighborhood’s cool and quaint atmosphere. 

Explore world-famous restaurants, sip coffee at cozy cafes, and witness the vibrant working harbor. 

In summer, the street buzzes with tourists exploring shops and sailing with the Portland Schooner Co. (more on them later), while fall and winter offer a more intimate experience, drawing locals out to enjoy the serene charm of this waterfront gem.

Best for: cultural explorers, history buffs, food enthusiasts, and those simply looking to soak in the charming atmosphere of Old Port, Portland, Maine. Location: Start at the corner of Franklin Street and Commercial Street by the Standard Baking Co. and make your way west through the Old Port.

6. See the first chewing gum factory at the Hub Furniture building

Stroll past the Hub Furniture building while blowing a bubble. While this building is now the home to Hub Furniture, 200 years ago, it was the place where John Bacon Curtis opened up the first-ever chewing gum factory and popularized the treat with the American audience.

Best For: History and chewing gum enthusiasts. Location: 291 Fore Street

➡️ Click here to learn about the best walking tours in the Historic Old Port District!

See the Lighthouses

The crown jewel of Portland is its beautiful lighthouses. No trip to this coastal city is complete without visiting at least one if not all five.

Another fantastic thing about visiting the lighthouses? It’s free! Except for paying for parking in a few locations or entering optional museums, the Portland lighthouses are free to visit.

7. Portland Head Light (and Ram Island Ledge Light)

Portland Head Light is Maine’s oldest lighthouse dating back to 1791 and was commissioned by George Washington. Nestled in Fort Williams Park, its iconic tower offers panoramic views of the rugged coastline and the Atlantic. 

The former keeper’s quarters house a historic museum, inviting visitors to delve into centuries of maritime heritage. Whether exploring the 90-acre park or standing at the lighthouse’s base, every angle presents a photographer’s paradise. 

From this lighthouse, you can see nearly all the other lighthouses in the Portland area, including the Ram Island Ledge Light which is situated on an island out at sea and not accessible unless you take a boat or kayaking tour.

Best for: visitors who appreciate historical landmarks, maritime history, and breathtaking coastal landscapes. Location: Fort Williams Park, Cape Elizabeth, ME 04107

8. Two Lights State Park/Cape Elizabeth Lights

Two Lights State Park, home to Maine’s first twin lighthouses commissioned in 1828, offers charming coastal views on its 41-acre grounds. Although the lighthouses are not accessible to the public, visitors can enjoy scenic trails while picnicking and watching sunsets. One of the lights, still operational, adds a magical touch to evenings. 

Best for: Visitors who appreciate scenic trails, picnics, and sunset views against the backdrop of historic twin lighthouses. Location: 7 Tower Dr, Cape Elizabeth, ME 04107

9. Portland Breakwater Lighthouse (Bug Light Park)

Bug Light, aptly named for its small size, is a charming stop for maritime enthusiasts in Bug Light Park. 

This lighthouse, surrounded by greenery and framing the Atlantic Ocean, provides a unique view of Portland Harbor. Originally constructed in 1855 as a wooden structure, it was later moved and rebuilt in 1875 during the extension of the breakwater. 

Its quaint allure, combined with its proximity to the city, makes Bug Light an easily accessible gem for visitors seeking a delightful and historic maritime experience.

Best for: maritime enthusiasts and those seeking a charming, easily accessible gem near Portland. Location: S Portland Greenbelt Pathway, Bug Light Park, South Portland, ME 04106

10. Spring Point Ledge Lighthouse

Perched on a stone breakwater extending into Portland Harbor, Spring Point Ledge Lighthouse, completed in 1897, is a captivating structure accessible by a scenic walk. Its unique location against the ocean makes it a photographer’s favorite and the caisson foundation showcases innovative engineering. 

Walking across the breakwater to reach the lighthouse’s base is a quick yet adventurous stroll, providing a memorable experience amid the scenic beauty of Portland Harbor.

Best for: photography enthusiasts and those seeking a brief yet adventurous stroll on a scenic breakwater. Location: 2 Fort Rd, South Portland, ME 04106; located on the Southern Maine Community College Campus

➡️ To learn more about the lighthouses of Portland, use my Portland, Maine Lighthouse Guide!

Indulge in Culinary Delights

When thinking about the cities with the best food in the USA, a foodie’s mind usually turns to one of two coastal cities: Portland or San Fransisco. 

While I can’t speak to the delicacies hidden inside of good ol’ San Fran, I can tell you about some of the best places to eat in Portland, Maine.

11. The Holy Donut

In 2010, sensing a gap in Portland’s culinary scene, Leigh Kellis embarked on a doughnut-making journey from her Munjoy Hill kitchen, incorporating a surprising ingredient: potatoes. The unique blend, inspired by a northern Maine recipe, yielded distinctive flavors and textures, leading to the birth of Holy Donut. 

With family support, Kellis opened the first retail location, and the family-owned business has since expanded to four Maine locations. 

Offering around 20 innovative flavors, including seasonal, gluten-free, and vegan options, Holy Donut has become a sought-after doughnut destination, praised for its dense, delicious creations and friendly service. 

Arrive early for the freshest selection, as each location opens between 6 and 7 a.m. But don’t wait too long, the store closes when they sell out.

Best for: those seeking unique culinary experiences. Location: 177 Commercial St, Portland, ME 04101

12. Standard Baking Co.

Discover the essence of European baking at Standard Baking Co., a cherished Portland, Maine bakery founded in 1995 by Alison Pray and Matt James. The journey started with a single French baguette in 1995, and today, with over 15 dedicated staff, the bakery on Commercial Street thrives. 

Committed to quality, Standard Baking Co. meticulously sources organic and local ingredients, ensuring every baked good is crafted with love. Immerse yourself in the tradition of exceptional baking at this beloved local gem.

Best for: bread lovers who love traditional craftsmanship made with organic ingredients. Location: 75 Commercial St, Portland, ME 04101

13. Donut Tasting Walking Tour in Portland’s Old Port

The Sweet Delights Donut Tasting Walking Tour in Portland’s Old Port will have you wandering the streets and indulging your sweet tooth with six unique donut samples from three renowned donut shops. 

This family-friendly adventure offers culinary exploration, historical insight into Maine’s donut creation legend, and exclusive access to The Holy Donut.

Best for: donut lovers and sweet tooths. Location: 2 Exchange St, Portland, ME 04101, USA

14. Green Elephant

An exceptional place for your lunch stop, experience culinary balance at the Green Elephant Vegetarian Bistro. It’s Portland’s haven for mindful dining since 2007. Founded by Chef Dan Sriprasert, the restaurant fuses Thai roots with diverse Asian influences, creating a meat-free menu for all. 

The Green Elephant sources local products, offering an array of Portland beers, home-grown teas, and a superb wine list. Join them for Asian-inspired vegetarian cuisine made with love.

Best for: vegans, vegetarians, and mindful eaters. Location: 608 Congress St, Portland, ME 04101

15. Old Port Culinary Walking Tour from Portland

Immerse yourself in Portland’s culinary scene with the Old Port Culinary Walking Tour , a foodie’s delight in the heart of historic Old Port. Led by an expert guide, the tour takes you to five to six carefully chosen eateries, offering diverse tastings of Maine-inspired cuisine. 

Benefit from local insights into Portland’s dynamic food scene, all within an intimate setting for a more personalized experience. Perfect for those seeking traditional Maine delights, this tour unveils the flavors that define Portland’s gastronomic reputation.

Best for: food enthusiasts eager to explore the diverse and dynamic culinary scene of historic Old Port. Location: 94 Commercial St, Portland, ME 04101, USA

16. OTTO Pizza

Since 2009, OTTO Pizza has transformed the ordinary into the extraordinary. From their downtown Portland slice shop, Anthony and Mike have redefined pizza, experimenting with high-quality, local ingredients and creative toppings. 

From the unconventional “Masher” with mashed potato, scallion, and bacon to Thanksgiving dinner-inspired pies, every slice is a testament to their commitment to perfection and elevating the pizza experience. 

The OTTO story, born from two chefs with diverse backgrounds, showcases their passion for crafting serious and unforgettable pizza that transcends tradition, making it a culinary staple in Portland, Maine.

Best for: those seeking an extraordinary pizza experience. Location: 225 Congress St, Portland, ME 04101

17. Portland’s World of Flavors Tour

Begin a gastronomic expedition with Portland’s World of Flavors Tour , unveiling the diverse tastes that contribute to Portland’s culinary prowess. 

This 2.5-3 hour exploration through historic Old Port and waterfront areas showcases global influences, offering a cosmopolitan culinary journey. 

Experience flavors from Japan, Turkey, Mexico, and India, savoring locally sourced foods with international recipes, customs, and spices. 

Delight in an educational and entertaining experience, unraveling the cultural narratives behind each culinary gem. Designed for adventurous palates, this tour promises an exciting and memorable exploration of Portland’s rich culinary tapestry, making it a must for food enthusiasts visiting the city.

Best for: those who want to discover diverse global tastes that contribute to the city’s culinary prowess. Location: 230 Commercial St, Portland, ME 04101, USA

18. The Honey Paw

Awaken your taste buds at The Honey Paw, where the inspiration of a bear indulging in sweet honeycomb translates into a delightful dining experience. 

With steaming broths, savory wontons, and wok-fried noodles, The Honey Paw aims to hit that sweet spot you’ve been craving.

Best for: those who appreciate inventive and flavorful Asian-inspired cuisine. Location: 78 Middle St, Portland, ME 04101

19. Hot Suppa

Discover a delightful culinary journey at Hot Suppa with a diverse breakfast menu catering to all tastes. From the classic Buttermilk Waffle and Grandy Oats Organic Granola to unique specialties like Chicken and Waffle or Shrimp and Andouille Quiche, travelers can expect a satisfying and flavorful experience with each dish. 

The restaurant’s cozy atmosphere and extensive breakfast options make it a perfect stop for visitors seeking a hearty morning meal in Portland.

Best for: travelers seeking robust breakfasts. Location: 703 Congress St, Portland, ME 04102

20. Gross Confection Bar

Gross Confection Bar, a unique establishment in Portland’s Old Port District, is the creative vision of chef Brant Dadaleares. With a diverse culinary background working with renowned chefs, Brant creates component-based desserts and daytime bakery delights. 

The charming setting, housed in an 1883 building , offers a delightful experience where guests can explore the intriguing flavors and textures of Gross’s innovative creations. From breakfast sandwiches to brioche custard buns, the menu is a testament to Brant’s culinary artistry, making Gross a must-visit destination if you’re seeking exceptional desserts in Portland.

Best for: anyone looking for a yummy treat. Location: 172 Middle St, Portland, ME 04101

Quench Your Thirst at Portland’s Bars, Breweries, and Speakeasies

Portland, Maine is known for its vibrant and diverse craft brewery scene. The city has gained recognition for its numerous breweries, pubs, bars, and speakeasies, all of which offer a wide range of craft beers and unique brews. 

Here are some of the best places to quench your thirst in Portland.

21. Allagash Brewing Company

Allagash stands as a cornerstone of Portland’s vibrant craft beer scene. This place is so influential that its industrial park has become a hub for brewery startups. 

Rob Tod’s Belgian wheat beer, the White, catapulted Allagash to fame, earning it a reputation as a go-to light beer for IPA enthusiasts nationwide. While renowned for the White, Allagash excels in diverse beer offerings, ensuring there’s something to delight every beer aficionado. 

This brewery’s impact extends beyond its signature brew, shaping Portland’s beer landscape and contributing to the success of numerous breweries that emerged from its innovative surroundings.

Its delicious beer has even reached as far as NYC, which is where Mikey and I first discovered it long before we ever visited Portland.

Best for: craft beer enthusiasts, especially those who appreciate diverse and innovative beer offerings. Location: 100 Industrial Way, Portland, ME 04103

22. Lincoln Speakeasy

Lincoln Speakeasy, concealed below Market Street Eats, provides unbeatable drink deals at a flat $5 rate (hence the name, since it’s Abe Lincoln on the $5 bill). Though cash-only, the warm and friendly atmosphere invites patrons to unwind with budget-friendly cocktails. 

Everyone loves a good speakeasy and navigating the discreet entrance adds to the charm. Only those who are in the know can get in, so it’s a good thing I’ve provided the address below. 😉

Best for: those seeking budget-friendly yet charming cocktails in a discreet and exclusive setting. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

23. Eighteen Twenty Wines

Indulge in the unique experience of a rhubarb wine from Eighteen Twenty Wines. Thriving in Maine’s challenging climate, rhubarb, a hardy crop, becomes the star of Eighteen Twenty Wines.

Best for: Wine enthusiasts seeking a unique tasting experience. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

24. Hardshore Distilling Company

Experience the flavors of gin at Hardshore Distilling Company. Here, they enhance the spirits with diverse botanicals, transforming each liquor’s profile into a more complex and enjoyable taste.

Best for: those who appreciate the nuanced flavors of gin and enjoy exploring the intricate world of botanical-infused spirits. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

25. Maine Mead Works

A few years ago, my husband got really into D&D. Shortly after that, he got really into meads (is there a connection? Yes. Definitely). Well, his getting into meads got me into meads and now the rest is history. 

At Maine Mead Works, you can indulge in honey mead created in various flavors. If you visit, I recommend trying the Lavender Mead.

Best for: Dungeons & Dragons enthusiasts and mead lovers who appreciate exploring diverse honey mead flavors. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

26. Root Wild, a Kombuchery

Experience an array of kombucha flavors at Root Wild, a kombuchery (as termed by owner Reid). I’m not the biggest fan of kombucha (I’ve tried so hard), but I know lots of people who are and if that includes you, then Root Wild is a must-stop while in Portland. The open and stylish space, featuring details like kombucha-stained wood on the bar, added to the overall appeal.

Best for: kombucha enthusiasts and those who appreciate stylish, open spaces. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

27. Blyth & Burrows

Nestled on Exchange Street, Blyth & Burrows is a charming cocktail bar spanning two levels in an old brick building. Renowned for signature cocktails and a “small plates” menu, it also conceals a speakeasy in the back. 

Accessible through a secret staircase behind a bookcase, the speakeasy exudes an intimate, vintage ambiance akin to historic hideaways. Named in honor of naval heroes, Commander Blythe and Lieutenant Burrows, the establishment pays tribute to their sacrifice in a mural at the rear, commemorating a naval battle off the coast of Maine during the War of 1812.

Best for: cocktail enthusiasts seeking a charming, multi-level bar experience and speakeasy vibes. Location: 26 Exchange St, Portland, ME 04101

28. Pie North

Named after its unique location atop a pizza restaurant, Pie North is a speakeasy with an 80s arcade theme, brimming with nostalgia. Featuring retro-inspired musical decor and classic arcade games, it offers a distinctive and entertaining ambiance, making it a truly one-of-a-kind experience in Portland.

Best for: those seeking a unique and nostalgic experience, combining speakeasy vibes with 80s arcade fun. Location: 30 Market St, Portland, ME 04101

29. Austin Street Brewery

Founded in 2013 by friends Jake Austin and Will Fisher, Austin Street Brewery emerged from their shared passion for craft beer. After years of homebrewing in Westbrook, they self-financed their venture and opened on Industrial Way in Portland in 2014. Maintaining 100% ownership, they prioritize creative freedom and product excellence, utilizing 160 barrels across two facilities.

Best for: craft beer enthusiasts who appreciate independently owned establishments prioritizing creativity and product excellence. Location: 1 Industrial Way UNIT 8, Portland, ME 04103

30. Banded Brewing Co.

Established in 2013 by Ian McConnell, Banded Brewing, originally Banded Horn Brewing, proudly represents Biddeford, Maine’s inaugural brewery. 

The name symbolizes unity, reflecting the brewery’s commitment to collaboration and community. With a focus on balance, Banded Brewing crafts a diverse range of beers, blending traditional and avant-garde styles with a dedication to high quality.

Best for: those seeking a brewery rooted in community collaboration and beer diversity. Location: Building 13-W, 32 Main St, Biddeford, ME 04005

31. Battery Steele Brewing

Battery Steele Brewery originated in a South Portland barn in 2015, with the Flume Double IPA marking its initial pursuit of brewing perfection. Since then, the brewery has garnered loyal customers at its original tap room on Industrial Way in Portland and its kitchen and bar in Wells. 

Meticulously selecting high-quality ingredients, the brewery crafts innovative and world-class craft beers. 

The Wells location, Battery Steele Kitchen+Bar, near the beach, serves elevated pub food paired with exceptional beers. Committed to excellence, Battery Steele collaborates with local farmers and artisans, creating inviting atmospheres for remarkable beer and food experiences.

Best for: beer enthusiasts craving excellence, offering innovative craft beers at two vibrant locations. Location: 1 Industrial Way Units 12 & 14, Portland, ME 04103

Enjoy Outdoor Activities

As one of the most beautiful places in the country, Portland, Maine has a vibrant outdoor scene. From scenic trails and waterfront activities to picturesque parks, immerse yourself in the diverse outdoor offerings that make this coastal city an ideal destination for nature enthusiasts.

32. Walk or Bike Peaks Island

Peaks Island is a 720-acre haven for outdoor enthusiasts. And it’s all accessible by walking or biking—that is after you get off the boat and onto its sandy shores.

Peaks Island embodies a lifestyle defined by tranquility rather than any specific attraction. The island is home to around 1,000 year-round residents (swelling to 3,000 in summer), and prioritizes preserving natural beauty and a relaxed atmosphere. 

A mere 15-minute ferry ride from Portland makes it super convenient for anyone wanting to visit for a couple of hours or for a day trip. 

Best for: nature lovers who enjoy exploring tranquil charm. Location: Peaks Island

33. Set Sail With Portland Schooner Co.

Set sail on a unique and relaxing voyage through Portland aboard one of the three schooners, all of which are listed on the National Register of Historic Places. 

A sail with Portland Schooner Co. offers a laid-back experience, allowing you to appreciate the beauty of Casco Bay with the invigorating scent of sea air. It’s a perfect exploration mode for those who enjoy maritime charm.

Best for: sailing enthusiasts and those seeking a laid-back maritime experience. Location: 56 Commercial Street, Maine State Pier, Portland, ME 04101

34. Explore Munjoy Hill

Munjoy Hill is a neighborhood in Portland that seeps a lively blend of historical roots and modern charm. Situated on the elevated east end of Portland, it offers a fascinating journey through time. 

Originally settled way back in the 1630s and known for its working-class immigrant community, the area transformed in the 1990s with an infusion of artists and a thriving restaurant scene. 

The influx of artists brought about a dynamic mix of historic charm, trendy boutiques, and acclaimed eateries like Terlingua, all against the backdrop of the city’s finest view at the Portland Observatory (we’ll talk about that more in a bit).

Best for: history enthusiasts, art lovers, and those seeking a vibrant blend of historical charm and modern appeal. Location: Munjoy Hill

35. Scenic Walk Across the Eastern Promenade

Set on the edge of the ocean, Portland is home to a beautiful waterfront. Walking the 68.2-acre historic public park at the Eastern Promenade is just one of the ways to take in the serene sights. 

From its walking and running trails — both wooded and paved — to dog-friendly areas, boat launches, lively tennis matches, and serene beach days, this well-maintained and easily accessible park offers a splendid playground for a diverse range of visitors, providing a quintessential experience of what makes Portland a truly exceptional city.

This is another fantastic free activity in Portland!

Best for: nature enthusiasts, dog lovers, runners, beachgoers, and individuals seeking a serene and diverse outdoor experience. Location: East End

36. Lucky Catch Cruises

This immersive 90-minute maritime tour is not for the faint of heart but it promises a hands-on and educational exploration into one of New England’s vital industries: lobstering. 

Led by a close-knit team of experienced lobstermen, this excursion provides an authentic glimpse into the daily life of lobster harvesting. These seasoned professionals, who operate the tours between their fishing ventures, offer a genuine and up-close experience of where one of the nation’s most treasured foods originates.

Personally, as a vegetarian, I skipped this tour. But for those wanting to know more about where your food comes from, it’s highly rated with many claiming it’s a worthy experience in Portland.

Best for: those curious about the intricacies of lobstering, seafood enthusiasts, and individuals eager to explore the workings of a vital New England industry. Location: 170 Commercial St, Portland, ME 04101

37. Chill at East End Beach

While Maine’s Atlantic beaches are renowned for their cool waters locals swear by the invigorating experience of a dip on a hot day. East End Beach is the sole public beach in Portland (though there are others close by). So, if you’re visiting in the summer, be sure to bring your swimsuit!

➡️ For more tips on what to pack for Portland, Maine in the summer, check out my packing guide here !

This coastal haven draws crowds in the summer for sunbathing, water sports, and serene walks, making it an appealing year-round destination.

Best for: beach lovers, sun-seekers, and those looking for a refreshingly freezing dip on a hot day. Location: East End

38. Casco Bay Islands

While the town of Portland boasts only one public beach a wealth of shorelines awaits on the Casco Bay Islands nearby. 

Comprising six islands that are accessible year-round, each island in Casco Bay has its distinct personality, history, and array of attractions and activities. 

Among them, Cliff Island stands out as the smallest, home to just 60 full-time residents, featuring unpaved roads and a serene, secluded ambiance, making it a tranquil outdoor retreat with limited attractions to draw in crowds.

Best for: travelers seeking diverse coastal experiences and tranquil retreats. Location: Casco Bay

39. Catch a game at Hadlock Field

If you’re a baseball fan, you’re going to want to catch a swing at Hadlock Field. This is where the Sea Dogs play, a local minor league baseball team that dominates in the summer.

Best for: baseball buffs and sports fans. Location: 271 Park Ave, Portland, ME 04102

40. Palace Playland

Calling all adrenaline junkies, Palace Playland is one of the best things to do in Portland, Maine!

Okay, so it’s not exactly in Portland. But it’s close enough and worth the drive. Located approximately 20 miles south of Portland in Old Orchard Beach, this 5-acre amusement park stands as New England’s sole beachfront amusement destination.

The park boasts a 24,000-square-foot arcade, offering over 200 classic games like Skee Ball and air hockey. In addition to the extensive game selection, the park offers exhilarating rides like the Sea Viper roller coaster. The amusement park also features a variety of rides suitable for younger visitors, including a carousel and spinning tea cups.

Best for: families and thrill seekers. Location: 1 Old Orchard St, Old Orchard Beach, ME 04064

41. Back Cove Trail

Stroll along the 4.2-mile Back Cove Trail loop. In addition to enjoying the peaceful scenery, you can also do a bit of active manifesting by visualizing you own one of the spacious waterfront residences you’re walking by.

Best for: those who appreciate scenic walks and harbor aspirations of waterfront living. Location: 43.6723309°N 70.268200°W

42. Stand-Up Paddle Sunset Tour in Portland

Experience the serene beauty of Casco Bay at sunset with the Stand-Up Paddle Sunset Tour in Portland . 

This two-hour excursion is suitable for all skill levels and offers a leisurely paddle along the Eastern Promenade Trail. The tour provides panoramic views of the sun setting over the city as you glide past the undeveloped coastline and seals on the ledges near Mackworth Island. 

Included are a stand-up paddleboard, paddle, and lifejacket, along with a dry bag for your belongings.

Best for: nature lovers and those seeking a peaceful sunset experience on the water, regardless of paddleboarding skill level.  Location: 1 Cutter St, Portland, ME 04101, USA

43. Sea Kayak to an Island Tour in Casco Bay

Venture on a captivating three-hour Sea Kayak Tour in Casco Bay , starting from Mere Point in Brunswick. Led by a professional guide, you’ll paddle through NW Casco Bay, visiting different islands, and savoring the chance to spot marine birds and seals. 

You can choose a single or two-person kayak and snacks and safety gear are provided. (Always love when a tour provides snacks!)

With group sizes capped at eight participants, you can feel safe on this tour as you receive individual attention from your guide. 

The adventure includes a stop on an island for homemade hot muffins, tea, lemonade, and exploration before returning to the starting point.

Best for: nature lovers, kayaking fanatics, and those looking for a guided exploration of Casco Bay’s islands, wildlife, and coastal beauty. Location: 1161 Mere Point Rd, Brunswick, ME 04011, USA

Learn Something New at Portland’s Museums

Portland has a rich cultural tapestry that you can explore through its diverse museums. Each gallery offers a unique glimpse into the city’s history, art, and maritime heritage. 

From immersive exhibits to captivating artifacts, explore the vibrant museum scene that reflects the essence of this endearing coastal city.

44. Victoria Mansion

Enthusiasts of architecture and interior design will be captivated by the splendor of the Victoria Mansion, also known as the Morse-Libby House or Morse-Libby Mansion. 

Originally constructed in the mid-1800s as a summer residence for hotelier Ruggles Sylvester Morse, this National Historic Landmark showcases pre-Civil War grandeur. With its exterior modeled after an Italian villa and intricate features such as a square tower, balconies, and piazzas, the mansion is a testament to historical opulence. 

Inside, preserved by the work of renowned designer Gustave Herter, the museum boasts 90% of its original interiors, featuring carved wood panels, gas light fixtures, and ornate decor.

Best for: admirers of historical architecture and interior design aficionados. Location: 109 Danforth St, Portland, ME 04101

45. Wadsworth-Longfellow House

Constructed post-Revolutionary War, the Wadsworth-Longfellow House served as the residence for four generations of a distinguished family, commemorated today in this museum for their significant contributions to American culture. 

Notably, 19th-century poet Henry Wadsworth Longfellow, a prominent figure in the family, spent his formative years in this historic home. 

Beyond its association with the revered poet, the household has broader historical importance as the oldest standing structure on the Portland peninsula , the inaugural brick dwelling in the region, and Maine’s pioneer home museum.

Best for: history enthusiasts and literary admirers. Location: 489 Congress St, Portland, ME 04101

46. Portland Museum of Art

Portland might not be the biggest city in the States, but it’s got one heck of an art scene. The Portland Museum of Art houses works by renowned figures such as Andy Warhol, Claude Monet, and Winslow Homer. 

The Portland Museum of Art features an extensive collection of American, European, and contemporary art, as well as pieces by Maine artists. 

With over 18,000 items in its collection, including paintings, photographs, sketches, pottery, furniture, silverware, sculptures, and more, you’re going to find something new every time you visit. 

The museum also hosts regular events, including movie screenings, curator talks, and family-focused activities, so make sure to check ahead to see if there’s anything fun scheduled during your trip.

Speaking of which, if you’re super into art, you might want to consider planning your visit to coincide with a First Friday Art Walk. On the first Friday evening of each month, the Arts District buzzes with art enthusiasts exploring local galleries and venues on self-guided tours. Street performers, musicians, and artists of various disciplines showcase their talents in the streets.

Best for: art enthusiasts, culture aficionados, and those who appreciate a vibrant art scene. Location: 7 Congress Square, Portland, ME 04101

47. Children’s Museum and Theatre of Maine

For family-friendly fun in Portland, don’t miss the Children’s Museum and Theatre of Maine. With over 30,000 square feet of space, this museum is one of the best things to do in Portland, offering interactive learning experiences and enjoyment for visitors of all ages.

Best for: families seeking interactive learning experiences and enjoyable activities for visitors of all ages. Location: 250 Thompsons Point Rd, Portland, ME 04102

48. Tate House Museum

Built in 1755 for Captain George Tate, the Tate House served as the residence for this British Royal Navy senior mast agent and his family. 

Responsible for transporting white pines, Maine’s state tree, to England, Tate’s role is explored through hourly site tours showcasing artifacts, furnishings, and the grounds. These elements not only illuminate the 18th-century lifestyle of the Tate family but also emphasize the significance of the mast trade during the era. 

Located approximately 4 miles west of downtown Portland, the Tate House stands as the only pre-Revolutionary home open to the public, offering visitors an educational glimpse into history.

Best for: history enthusiasts and those intrigued by 18th-century life. Location: 1267 Westbrook St, Portland, ME 04102

49. Maine Narrow Gauge Railroad Co. And Museum

Located approximately 1.5 miles from the Portland Museum of Art, the Maine Narrow Gauge Railroad Co. and Museum provides insights into train preservation and Maine’s narrow gauge railway history. 

This distinctive two-foot gauge railway system, featuring tracks less than half the width of standard gauges, was a cost-effective solution for traversing Maine’s challenging landscapes of forests, rocky hills, and mountains, connecting rural areas with larger cities from the 1870s to the 1940s.

Best for: railway aficionados and those curious about Maine’s transportation history. Location: 49 Thames St, Portland, ME 04101

50. International Cryptozoology Museum

Everybody knows a bigfoot enthusiast. And if no one comes to mind, then odds are you’re probably the cryptid lover in your family. Either way, the International Cryptozoology Museum is a fun way to spend your day in Portland.

Explore the realm of hidden creatures like Bigfoot and Nessie through the study of Cryptozoology, and immerse yourself in the intriguing exhibits at the International Cryptozoology Museum in Portland.

Best for: fans of the creepy, unusual, and cryptic. Location: 32 Resurgam Pl, Portland, ME 04102

51. Portland Fire Museum

Portland has been totally destroyed by fire a total of four times since its inception. Discover the history of fires in the area by exploring the exhibits at the Portland Fire Museum.

Best for: history enthusiasts, especially those fascinated by the impact of fires on urban landscapes. Location: 157 Spring St, Portland, ME 04101

52. Umbrella Cover Museum

Want to visit a museum unlike anything you’ll find in another city? Visit the Umbrella Cover Museum, a gallery that exclusively celebrates umbrella covers.

Best for: quirky museum enthusiasts and those with a taste for the unconventional. Location: 62 Island Ave, Portland, ME 04108

Experience Portland’s Arts and Culture

Explore Portland’s vibrant arts and culture scene, where the city’s historic and contemporary influences converge. Immerse yourself in world-class museums, eclectic galleries, and dynamic performances, all showcasing the creativity of Portland’s artistic identity.

53. Catch a show at Thompson’s Point

Nestled on the Fore River, Thompson’s Point merges nature and culture with its open-air venue set amid three acres of picturesque lawns. Collaborating with the State Theatre of Portland, the space hosts acclaimed concerts and year-round festivals. 

Summers feature artisanal markets, while winter transforms the site into a family-friendly skating rink. Throughout the seasons, epicurean delights from renowned food trucks add to the allure of this dynamic destination.

Best for: culture enthusiasts and music lovers. Location: Thompson’s Point

54. Explore The Arts District & First Friday Art Walk

The Arts District in Portland offers a rich melting pot of creativity, encompassing diverse expressions from stage performances to museum sculptures. Embracing independent thinking, the district showcases the city’s cultural mindset. 

Don’t miss the First Friday Art Walk, a monthly self-guided tour, for an immersive experience in the vibrant arts scene.

Best for: those who appreciate diverse expressions, from stage performances to museum sculptures. Location: Upper Congress Street toward the city’s West End

55. Portland Observatory

The Portland Observatory is a historic maritime signal tower dating back to 1807. This famed observatory offers unparalleled harbor views that you won’t find anywhere else in the city.

Here, Captain Lemuel Moody, the observatory’s founder, provided ship alerts for a fee, and with a telescope, he could spot vessels from 30 miles away. Though replaced by radio, the observatory’s charm and history remain, making it a must-visit.

Best for: history enthusiasts and those seeking breathtaking harbor views. Location: 138 Congress St, Portland, ME 04101

56. Portland Farmers’ Market

Maine has had a longstanding commitment to local agriculture and Portland’s vibrant farmers’ market is a testament to that commitment. Here, over 40 growers, cheesemakers, beekeepers, bakers, and more gather twice a week in summer and fall, and weekly in winter.

Best for: farm-to-table devotees and supporters of local agriculture. Location: Deering Oaks Park on Saturdays, Monument Square on Wednesdays; Stevens Avenue on Saturdays.

57. Coastal Maine Botanical Gardens

Coastal Maine Botanical Gardens is a New England gem that was born from a 16-year dream. The park spans over 300 acres and features themed gardens showcasing the diverse flora of Maine, including dahlias, bees, and rhododendrons. 

While the botanical gardens are not technically located in the city center, it’s not too far of a drive located 60 miles northeast of Portland. This park is worth the visit and stands as the largest botanical garden in the region.

If you’re visiting Portland during the holidays, experience extra magic at the Coastal Maine Botanical Gardens with the dazzling light displays of Gardens Aglow, illuminating the winter darkness on select nights. 

Best for: nature enthusiasts, garden lovers, and those seeking a serene escape. Location: 105 Botanical Gdns Dr, Boothbay, ME 04537

58. Walk through the East Cemetery

Tap into your inner witch and wander through the more historic side of Munjoy Hill by strolling through the East Cemetery, Monjoy’s oldest historical site. If you’re feeling especially gothic, stop by the Dead House, a structure once used to store bodies during winter until the spring thaw. 

This is the perfect free activity in Portland for people who love to add a little bit of macabre into their travels!

Best for: history enthusiasts and those with a taste for the gothic. Location: 224 Congress St, Portland, ME 04101

See Portland in a New Way with a Unique Tour

Uncover Portland’s rich history and vibrant culture with guided tours offering insights into its culinary delights, historic neighborhoods, and iconic landmarks. I always love a good tour because you can engage in expert-led explorations and gain a deeper understanding of a city’s unique stories and hidden gems.

59. Vintage Fire Truck Sightseeing Tour of Portland, Maine

In this one-of-a-kind tour, you’ll enjoy panoramic views from a red fire engine as you discover picturesque lighthouses, historic landmarks, and vibrant neighborhoods. 

On the Vintage Fire Truck Sightseeing Tour of Portland, Maine , you’ll delight in live narration from your guide, unraveling the maritime past and exploring cobblestone streets. Immerse yourself in the Old Port’s charm, with its boutiques, pubs, and lively dining scene. 

This fun and informative tour offers a great overview of the city’s highlights, providing an unforgettable experience for visitors eager to see Portland’s beauty and history in a distinctive way.

Best for: those seeking a unique and panoramic experience of Portland. Location: 180 Commercial St, Portland, ME 04101, USA

➡️ Plan A Day Trip To Portland, Maine Using This Done-For-You Portland Maine Day Trip Itinerary .

Where to Stay in Portland, Maine in 2024

Portland’s hotel prices can be on the higher side, with a survey by Cheaphotels.com 1 ranking it as the second most expensive city for hotels in the United States. 

While I was visiting Portland with my family, we went on a tour of the Customs House and were jokingly informed that the hotels in the area were so pricey that one could potentially charge $250 a night to rent out the 12-square-foot bank safe hidden in the building.

Given the expense of Portland hotels, a great alternative is to consider staying in an Airbnb or VRBO .

The Cozy BnB

Nestled in the charming town of Scarborough, we found a delightful Airbnb hosted by Steven. The Rustic Suite near downtown Portland and Beaches lived up to its listing, offering a cozy, clean, and comfortable retreat.

The space is a studio apartment with a master bed in the front, an additional room in the back creating a family room/TV space, and a super fun loft area with two twin beds overlooking the family room. This unique setup provided more comfort than a traditional hotel and allowed us to explore the historic neighborhood surrounding one of the U.S.’s oldest towns.

Conveniently located just a 10-minute drive from downtown, this pet-friendly accommodation was a perfect choice.

If vacation rentals aren’t your preference or you wish to stay closer to downtown, here are some highly recommended hotels in Portland, Maine:

📍 Luxury: The Press Hotel

For a blend of history and luxury, indulge in a stay at the Press Hotel . 

Occupying a century-old building that was once home to the Portland Press Herald newspaper, this pet-friendly 4-star hotel in the heart of downtown offers refined details, distinctive features, and a rotating art gallery. 

While it may be on the pricier side, a night at the Press Hotel ensures an unforgettable experience in Portland.

📍 Mid-range: The West End Inn

Opt for the charming West End Inn for a mid-range lodging experience. Situated in downtown Portland, this inn provides convenient access to key attractions, including the Victorian Mansion, just a half-mile away. Enhance your stay with a delightful breakfast menu and themed dinner nights.

📍 Budget: Holiday Inn Portland-by the Bay

For a more budget-friendly option without sacrificing impressive views and valuable amenities like parking and e-bikes, consider the Holiday Inn Portland-by the Bay . Who needs luxury living when you have an entire city to explore?

📍 Hostel: Black Elephant Hostel

If you’re seeking budget accommodations with a touch of vibrancy, the Black Elephant Hostel is your ideal choice. 

This colorful and fun hostel, the first and only one in Portland, was created with the mission of uniting people and cultures, bringing hostel culture to this historic New England town.

➡️ For a complete guide on where to stay in Portland, check out my blog reviewing the 15 Best Unique & Historic Hotels in Portland, Maine here.

Getting around Portland, Maine

Navigating the downtown area of Portland is a delightful stroll, and once you’ve parked your car, you might find you won’t need it until you’re ready to bid adieu to the Old Port area.

However, if your adventures lead you to explore lighthouses or other attractions beyond the city center, you’ll want reliable wheels. Here are transportation options to consider during your stay in Portland.

While the city center offers a charming walkable experience, reaching attractions like lighthouses may call for alternative transportation. 

Portland provides an adventure-filled option with numerous well-marked bike lanes in and around the city. Many hotels offer bike rentals for day use, and public bikes are available, allowing you to pedal your way around and explore the sights. 

Keep in mind that biking is a leisurely mode of transportation, so plan your itinerary accordingly to ensure ample time at each destination.

Public Transportation

For a convenient city-wide experience, Portland boasts a reliable bus service, known as METRO. The easiest way to pay for rides is with cash. It’s advisable to have some loose change on hand, as each journey typically ranges from $1 to $4 and you’ll need exact change. 

Some locals have been navigating Portland without a car for years, relying solely on the efficient bus system.

Opting for popular ride-sharing services like Uber or Lyft is a pricier yet quicker and more convenient alternative, especially when time is of the essence during your day in town. This option is less expensive than renting a car. It’s also a responsible decision if you plan on indulging in local brews and need a safe ride back to your accommodation.

For the utmost flexibility, exploring Portland by car is the easiest way to get around. Navigating the city is straightforward, and though parking may be a bit pricey, there are plenty of options, including paid lots, on-street parking, and garages. 

Metered parking is a cost-effective choice at $2.50 per hour. Keep in mind that on-street parking in Portland is complimentary from 6 p.m. until 9 a.m., Monday through Saturday, as well as all day on Sundays and major holidays. To streamline your parking experience, consider using the PassportParking App .

Whether you’re pedaling, hopping on a bus, summoning a ride-share, or navigating the city on four wheels, Portland ensures you have convenient options to make the most of your visit.

What to Pack for Your Trip to Portland, Maine in 2024

When exploring the coastal regions of Maine, like Portland, be prepared for cooler temperatures, even in summer. Ensure you pack suitable cold-weather attire such as pants, sweaters, long shirts, and waterproof shoes.

10 Essential Packing Items You’ll Need for Portland, Maine

Use this packing list to make sure you remember to bring everything you need on your trip to Portland, Maine.

Clothing and footwear

You may already have an idea of what to pack for Portland, Maine. But make sure you also include these three essentials.

Hiking Boots

Choose waterproof, durable hiking boots for comfort whether trekking mountains or strolling through the city.

View on Amazon.com →

Breathable Water Shoes

Opt for water shoes in Portland’s rainy hikes or if you decide to take a dip at a nearby beach. These breathable water shoes protect your feet, offer traction, and are easy to clean.

Stylish Dress

Portland is a down-to-earth city, but you still might want to dress up for a night out on the town. Whether you’re going out to dinner or enjoying time at a brewery, this comfortable, bohemian floral print split dress will have you feeling glammed up and fantastic for your Portland vacay pics.

While you probably know your basic toiletries by heart, don’t get on that plane to Portland without double checking you have these items.

Solid Shampoo Bar

Instead of your regular liquid shampoo, opt for a spill-proof, eco-friendly shampoo bar like Love Beauty and Planet’s 2-in-1 vegan option . It’s much more convenient for traveling.

Insect Repellent

If you’re visiting Portland in the summer and plan on doing outdoor activities, you’re going to need some bug spray . Opt for this quick-dry, weather-resistant, organic spray for comfort and protection against bugs.

Hand Sanitizer

Portable hand sanitizer is a travel essential, offering cleanliness on the go, especially during outdoor adventures.

Toiletry Bag

And to tie it all together, you’ll need something to keep all your necessities together. This TSA-approved toiletry bag is the perfect container to keep your essentials organized.

Travel Essentials

These travel essentials are going to make your trip to Portland so much easier.

Portable Windproof Umbrella

Stay dry in Portland’s rain with a portable windproof umbrella , ensuring a comfortable and enjoyable exploration.

Travel Packing Organizers

Maximize packing efficiency with these packing cubes —compact, organized, and ideal for Portland’s bulky fall and winter items.

Compact Portable Charger

Keep your phone charged on the go with this small portable charger that slips in the pocket of your pants or bag. Snap as many pics as your heart desires knowing you can charge your phone, even on the go.

Travel Insurance

Ensure peace of mind on every trip with World Nomads Travel Insurance , offering affordable and comprehensive plans for all.

Evaluate insurance plans on World Nomads Travel Insurance →

➡️ For a more detailed Portland packing list, check out my complete Portland packing guide for any season here .

FAQs About Visiting Portland, Maine

You’re almost ready to set sail to one of the United States’ most charming coastal towns. Before you start your trek, let’s go over some frequently asked questions about visiting Portland, Maine.

Is Portland, Maine Worth Visiting?

Portland, Maine is absolutely worth visiting! Portland is a picturesque coastal city with a rich history, vibrant culture, and diverse attractions, making it well worth a visit.

Is Portland, Maine, Worth a Day Trip?

Yes, Portland is compact and offers a lot to explore, making it perfect for a rewarding day trip filled with unique experiences.

How Much Time Do You Need in Portland, Maine?

While a day trip can cover key attractions, spending 2-3 days allows for a more leisurely exploration, enjoying the city’s diverse offerings.

When is the Best Time to Visit Portland, Maine?

The best time to visit is during the summer and early fall when the weather is pleasant, and outdoor activities are abundant. Fall foliage adds extra charm.

Can You Do a Day Trip to Acadia National Park from Portland, Maine?

While Acadia National Park is approximately 3 hours away, a day trip is possible but may be rushed. Consider an overnight stay for a more relaxed visit.

What to Do in Portland, Maine, When it Rains?

Explore indoor attractions like museums, art galleries, and cozy cafes. Attend a live performance or indulge in the city’s vibrant culinary scene.

How to Explore Nearby Towns and Attractions?

Options include renting a car, taking public transportation, or joining guided tours. Consider day trips to coastal towns, lighthouses, and nature reserves.

Want to explore more in Maine? Check out this Central Coastal Maine Private Day Tour . 

This 6 to 8-hour tour will show you around Portland first and then take you and your group on a wild adventure across the coast of Maine. You’ll visit historical sights, picturesque locations, and charming coastal villages.

Final Thoughts on what to do in Portland, Maine

So there you have it, folks! From exploring historic neighborhoods to savoring local cuisine, there are so many more things to do in Portland, Maine than people realize. 

As you plan your visit to Portland, I hope this guide sparks excitement and anticipation for the adventures that await. If you’re eager to make the most of your trip, don’t forget to check out my detailed guide, Perfect Day Trip to Portland, Maine: The Best 1-Day Itinerary . It’s packed with insights, recommendations, and hidden gems to elevate your experience. 

So pack your bags and embrace the small-town feel of the coastal city. With so much to do, you’ll likely find yourself visiting Portland over and over again. 

Was this guide useful? Check out our other Portland content here:

• Perfect Day Trip to Portland, Maine: The Best 1-Day Itinerary
• The Complete 2024 Portland, Maine Packing List For Any Time Of Year
• A Walk Through Time Tour in Portland — Genuine Travel Review
• The 5 Most Beautiful Lighthouses in Portland, Maine

Where to Stay in Portland, Maine: The Ultimate Guide in 2024

• Ultimate Guide to Walking Tours in Portland, Maine in 2024

Additional Resources:

Ready to book your portland, maine, trip.

Here are a few helpful services:

Booking.com | Find a comfy place to lay your head after a full day of adventuring.

Vrbo | If you’re looking for a more homey vibe, these rental homes might do the trick.

Expedia | Whether you’re looking for some wheels or a flight, you can find a way to get to your destination here.

Get Your Guide | Find local attractions and tours and book tickets to your excursions.

Viator | Another great resource for local attractions and tours.

TSA | If you’re flying, check out the TSA page to make sure that you pack to TSA regulations.

World Nomads Travel Insurance | Feel safe while traveling with simple and flexible travel insurance.

Taking a quick day or weekend trip over to Portland? Check out my recommended itinerary for what to do in Portland for a day .

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Home » Travel Guides » United States » Maine (ME) » 15 Best Things to Do in Portland (Maine)

15 Best Things to Do in Portland (Maine)

I have marveled the most populous city in the state of Maine, Portland, with a population of over 67,000 people. The city’s metropolitan area is even more significant, boasting 500,000 residents, which makes up one-third of the entire state’s population. Portland serves as a vital economic hub, primarily centered around services and tourism.

Being a wanderer of Portland, I feel fortunate to have access to a plethora of fascinating sights and engaging activities. The city offers an extensive range of attractions, ensuring that there’s something for everyone. From vibrant bars and restaurants to captivating museums, thrilling outdoor activities, serene parks, lively concerts and shows, and captivating theaters, Portland has it all.

In this blog, I’ll be sharing the 15 best things to do in this vibrant city. Let’s dive right in!

1. The Old Port

I had the opportunity to explore Portland, a city that holds great significance as a bustling port for both transportation and fishing. In fact, it proudly stands as the largest foreign inbound transit tonnage port in the entire country. While the industrial aspect might not captivate tourists, there’s a particular area that catches everyone’s attention—the Old Port.

The Old Port is a district within Portland renowned for its charming streets, historic buildings, and picturesque fishing piers. During the day, you can leisurely wander around, immersing yourself in the sights of quaint streets, bustling boats, and the expansive ocean. However, the excitement doesn’t end there; the Old Port truly comes alive at night.

This vibrant district is famous for its diverse array of shops, bars, restaurants, and clubs, making it a sought-after destination for both tourists and locals seeking a lively nightlife experience.

2. The Portland Museum of Art

While uncovering the wonders of the beautiful city of Portland, I have had the pleasure of visiting the Portland Museum of Art, and I must say, it truly stands as one of the finest regional museums in the entire country. Boasting remarkable collections and hosting renowned exhibitions, this museum has captivated the hearts of many art enthusiasts.

What makes the Portland Museum of Art so special is its extensive range of artwork from both American and European artists. From ancient masterpieces to contemporary creations, the museum houses a diverse selection that showcases the evolution of art throughout history.

Upon entering, you’ll find yourself immersed in a world of artistic wonders. The museum not only offers the opportunity to admire stunning paintings and sculptures but also provides various activities and events for all ages. Whether you prefer guided tours, engaging family activities, thought-provoking films, enlightening talks, or special events, the Portland Museum of Art has it all.

I must warn you, though, that time can easily slip away while exploring the museum. With its captivating displays and thought-provoking exhibits, it’s easy to lose track of time. You could easily spend a few hours here, completely engrossed in the beauty and inspiration that surrounds you.

3. The Allagash Brewery

As I ventured through Portland, I couldn’t pass up the opportunity to explore the renowned Allagash White brewery. Let me tell you, this place is not only the pinnacle of breweries in the city but also stands as one of the world’s finest when it comes to Belgian-inspired beer. Among their impressive lineup, the Allagash White beer reigns supreme, capturing the hearts of beer enthusiasts far and wide. However, don’t be fooled into thinking that’s their only claim to fame. The brewery’s selection goes beyond their iconic white beer, offering a captivating assortment of brews that are bound to pique your interest.

To truly appreciate the craftsmanship behind their beers, I highly recommend starting with a brewery tour. It’s an enlightening experience that provides valuable insights into the beer-making process, allowing you to witness the artistry and dedication that goes into each brew. And, of course, the tour wouldn’t be complete without the opportunity to savor some of their exceptional creations.

If you’re a craft beer enthusiast like myself, you’ll be in beer heaven at Allagash White. The quality and depth of flavors they offer are truly remarkable, making it a must-visit destination for beer connoisseurs. However, even if you’re not particularly well-versed in craft beer, fear not! Allagash White warmly welcomes all visitors, creating an inviting atmosphere where you can enjoy a refreshing beer while engaging in friendly conversations.

4. The Peaks Island

While on my fun journey, I also had the opportunity to visit Peaks Island, and taking the ferry from Casco Bay was well worth it. This charming little island is a hidden gem that offers a delightful escape from the mainland. From stunning coastlines to picturesque beaches and captivating homes, there’s so much to admire in this idyllic setting.

One of the best ways to explore Peaks Island is by taking a leisurely stroll. As you wander through the streets, you’ll come across an array of unique shops that add to the island’s charm. From boutique stores to quaint galleries, there’s something for everyone to enjoy.

If walking isn’t your preferred mode of transportation or you want to cover more ground in less time, renting a golf cart is a fantastic option. Within approximately 45 minutes, you can effortlessly traverse the entire island, taking in the breathtaking sights along the way. Feel free to set your own pace, taking breaks for a peaceful picnic or stopping to capture photos whenever you come across something intriguing.

5. The Eastern Promenade

When it comes to enjoying stunning ocean views and picturesque landscapes, you don’t necessarily have to hop on a ferry to an island. Portland offers numerous breathtaking locations right within the city, and one such place that I highly recommend is the Eastern Promenade.

This remarkable destination provides a panoramic view that encompasses the cityscape, lush forests, the vast ocean, remnants of old railway tracks, the bustling port, and even sightings of fascinating wildlife. The Eastern Promenade truly offers a multifaceted experience where you can immerse yourself in the beauty of nature while also witnessing the rich history and vibrant atmosphere of Portland.

If the weather permits, I encourage you to plan a leisurely picnic along the Eastern Promenade. You’ll find plenty of designated areas where you can lay out a blanket, savor delicious food, and revel in the scenic surroundings. Families with children will appreciate the presence of playgrounds, ensuring that the little ones can have a delightful time as well. Moreover, if you have a furry friend accompanying you, there are specific areas where you can let them roam and play freely.

6. The Casco Bay Lines & The Mail Boat Tour

During my visit to Portland, I had the pleasure of embarking on the Mail Boat tour with Casco Bay Lines, and it was truly a remarkable experience. Not only did it allow me to explore the stunning beauty of Portland and its surrounding islands, but it also provided a unique opportunity to connect with the local community and gain insights into their way of life.

The Mail Boat tour revealed how integral the ferry system is to the daily lives of the locals, with many relying on it for their daily commute. Despite the captain’s busy schedule of transporting people back home or delivering goods and products, they graciously took the time to share fascinating tidbits about each stop along the way.

The boat itself was well-maintained, creating a pleasant and comfortable atmosphere throughout the journey. The staff onboard were not only friendly but also displayed a high level of professionalism. They were more than happy to answer any questions I had, ensuring that my curiosity was satisfied and enriching my overall experience.

In terms of affordability and enjoyment, the Mail Boat tour is hard to beat. It offers a fun-filled adventure that allows you to witness the breathtaking beauty of Casco Bay and its surrounding areas, all at a reasonable cost.

7. The Historic House Museum – Victoria Mansion

As someone who have always been fascinated with old buildings and vintage treasures, I couldn’t resist visiting the Victoria Mansion, and I can confidently say it’s an absolute must-see. Although not sprawling in size, this architectural gem offers a plethora of stunning rooms that will leave you in awe.

Dating back to the pre-Civil War era in the US (1858), the Victoria Mansion boasts a captivating exterior design that immediately catches the eye. However, it’s the meticulously preserved original interiors, decorations, and artifacts that truly transport you back in time. These exquisite items were once considered the epitome of luxury during their era, and witnessing their beauty firsthand is a remarkable experience.

What further enhances the visit is the presence of friendly and knowledgeable guides who share fascinating insights into the mansion’s history. They possess a wealth of information about the place, allowing you to delve deeper into the stories and significance behind each room and artifact.

8. The Portland Observatory

In the 1800s, the Portland Observatory served as a crucial monitoring point for nearby ships, with its reach extending up to an impressive distance of 30 miles. Today, it has transformed into a beloved tourist attraction, offering a glimpse into the past and a chance to appreciate the remarkable views it provides.

Stepping foot into the observatory is an awe-inspiring experience. Not only can you explore the museum and delve into the fascinating history behind this architectural gem, but you can also ascend to the top and be treated to an extraordinary bird’s eye view of the entire area. The panoramic vistas from the observatory are nothing short of breathtaking, allowing you to fully appreciate the beauty of Portland, the mesmerizing ocean, and the enchanting islands that dot the landscape.

What makes the Portland Observatory even more appealing is the fact that admission is free, making it accessible to all. You can take your time immersing yourself in the exhibits, learning about the significance of this historic structure, and then ascend to the top to witness the unparalleled views that await.

9. The Hadlock Field

I highly recommend making a stop at Hadlock Field to catch a game if you find yourself in Portland. While the local team, the Portland Sea Dogs, may belong to the Minor League, don’t let that deter you. In fact, this is where numerous players begin their journey and eventually go on to become Major League superstars.

Imagine the thrill of watching a game at Hadlock Field and being among the first to witness the talent of a future Major League star. Years down the line, you’ll have the satisfaction of boasting that you saw Player X make their debut on this very field before their rise to stardom. It’s an incredible feeling to witness these young athletes as they hone their skills and lay the groundwork for an exceptional career.

Hadlock Field provides a family-friendly atmosphere where fans of all ages can enjoy a fantastic time. Whether you’re savoring the excitement of the game, indulging in classic ballpark snacks, or soaking in the electric atmosphere, it’s an experience that will leave lasting memories.

10. The Bug Light Park

Bug Light, a lighthouse that dates back to 1875. This remarkable structure is uniquely inspired by a monument in Athens, adding to its allure and distinctiveness. Surrounding the lighthouse is the picturesque Bug Light Park, which offers a delightful environment to unwind and soak in the beauty of the surroundings.

Taking a leisurely stroll to the lighthouse was a delightful experience. The opportunity to capture stunning photographs of this historic landmark against the backdrop of the sparkling ocean was truly unforgettable. After immersing myself in the beauty of Bug Light, I decided to embrace the natural splendor of the coastal area.

Embarking on a hike or cycling adventure along the coast was a fantastic way to fully appreciate the serene surroundings. The park is meticulously maintained, creating a clean and welcoming atmosphere for visitors. As I explored the trails and paths, I was greeted by breathtaking views at every turn. It’s a place where nature’s beauty merges seamlessly with the architectural charm of Bug Light, offering a truly mesmerizing experience.

11. The Portland Head Light

During my exploration of Portland, I had the pleasure of discovering the awe-inspiring Portland Head Light, a lighthouse that truly commands attention. This magnificent structure, built in 1791, holds the esteemed title of being the oldest lighthouse in the state of Maine, and it’s no wonder it has become the most photographed lighthouse in the entire country.

As I approached the Portland Head Light, I was imediately struck by its grandeur and sheer size. Standing proudly against the backdrop of the expansive ocean, it exudes a timeless beauty that captivates all who lay eyes upon it. While access to the interior is restricted, I was undeterred, as the exterior of this iconic landmark provided ample opportunities for photography enthusiasts like myself to capture its majestic presence.

Adjacent to the lighthouse, I discovered a fascinating museum that offered deeper insights into the history and significance of the Portland Head Light. Exploring the exhibits and learning about the remarkable stories associated with this historic beacon added an enriching dimension to my visit.

The views from the Portland Head Light were nothing short of spectacular. From this vantage point, I marveled at the vastness of the ocean, the serene beauty of the beach, and the rugged allure of the surrounding rocks. Watching the graceful boats as they entered or departed from the nearby harbor added an element of liveliness to the scene.

The opportunity to witness such a significant piece of maritime history, combined with the breathtaking coastal views, created an unforgettable memory.

12. The Commercial Street

Nestled at the edge of the city’s bustling working waterfront area, this historic Commercial street is a treasure trove of fantastic shops, bars, and dining establishments. What makes it even more special is its proximity to the waterfront, allowing visitors like me to indulge in picturesque views and capture memorable photos.

As I meandered along Commercial Street, I found myself immersed in a world of delightful exploration. The array of shops lining the street beckoned me to step inside and discover unique treasures. From quaint boutiques to artisanal craft stores, there was something to cater to every interest and taste. It was truly a shopper’s paradise.

When it came to dining options, Commercial Street did not disappoint. The street boasted a diverse range of restaurants, cafes, and bars, each offering its own distinct charm and culinary delights. Whether I was craving fresh seafood, international cuisine, or a comforting local favorite, I was spoiled for choice. It was a true delight to savor delectable meals while enjoying the scenic waterfront backdrop.

The road itself is paved with charming old bricks, which adds to the street’s historical character. However, it’s important to exercise caution while walking, as the uneven surface can make for a bumpy journey. Nonetheless, this minor inconvenience was easily overshadowed by the excitement of exploring the vibrant shops and savoring the flavors of the local eateries.

13. The Spring Point Ledge Lighthouse

If you’re still enthralled by the captivating allure of the ocean, rocks, and lighthouses in Portland, I highly recommend paying a visit to the Spring Point Ledge Lighthouse. While this lighthouse may not boast grandiose proportions or an imposing stature, the journey to reach it is an absolute delight.

As I embarked on the leisurely walk towards the Spring Point Ledge Lighthouse, a sense of tranquility washed over me. The soothing ambiance of the surroundings allowed me to fully immerse myself in the beauty of the ocean vistas and the magnificent rocks that compose the breakwater. I couldn’t help but marvel at the incredible feat achieved by the locals, who meticulously aligned these massive rocks to form a protective barrier against the turbulent waters.

Taking my time, I savored each step along the path, allowing myself to truly appreciate the serene beauty that unfolded before me. The rhythmic sound of the crashing waves provided a soothing soundtrack as I basked in the coastal splendor. I let my imagination wander, envisioning the challenges faced by the locals as they undertook the Herculean task of moving and arranging the rocks to create a harmonious alignment.

Reaching the Spring Point Ledge Lighthouse itself was a rewarding moment. Though not boasting immense size or flamboyant design, it exuded a quiet charm that resonated with the surrounding landscape.

14. The Maine Narrow Gauge Railroad Company and Museum

I uncovered a hidden gem that showcases a different side of the city’s rich history: the Maine Narrow Gauge Railroad Company and Museum. This charming establishment offers a delightful glimpse into the world of old trains and locomotives, providing an opportunity to not only admire them but also take a nostalgic ride aboard one

As I stepped into the museum, I was transported back in time, surrounded by the fascinating antique items and exhibits that paid homage to the golden era of rail travel. The meticulously restored trains and locomotives stood as proud relics of a bygone era, inviting visitors like me to marvel at their intricate craftsmanship and engineering marvels.

One of the highlights of my experience was the chance to embark on a scenic ride along Casco Bay. The rhythmic chugging of the train, the gentle sway of the carriages, and the breathtaking coastal views that unfolded before my eyes created an enchanting atmosphere that was truly unforgettable. The ride offered a unique perspective of the surrounding landscape, allowing me to appreciate the beauty of Portland’s coastal scenery from a different vantage point.

What made my visit even more special was the fact that this experience catered to both train enthusiasts and families looking for a memorable outing. Whether you have a deep passion for trains or not, the Maine Narrow Gauge Railroad Company and Museum offers an enjoyable afternoon for all. The museum itself is filled with captivating artifacts and informative displays, providing a deeper understanding of the railway’s history and significance.

For those planning a visit, it’s advisable to purchase the train ride ticket, as it includes access to the museum and convenient parking. This comprehensive package ensures a seamless and hassle-free experience, allowing you to immerse yourself fully in the world of trains.

15. The Shipyard Brewing Company

Nestled in the heart of Portland’s vibrant beer scene is the renowned Shipyard Brewing Company—a beloved destination that epitomizes the city’s unwavering passion for exceptional craft beer. As a family-owned brewery, Shipyard has cultivated a well-deserved reputation, attracting both enthusiastic locals and curious tourists seeking an unforgettable beer experience.

From the moment I arrived at Shipyard Brewing Company, I could sense the palpable energy and commitment that infused the air. The brewery stands as a testament to the city’s rich beer culture and serves as a hub for those seeking top-tier brews. Its accolades and widespread acclaim speak volumes about the craftsmanship and dedication that go into every pint brewed within its walls.

During my visit, I had the pleasure of immersing myself in Shipyard’s world of flavor, artistry, and community. The brewery’s inviting atmosphere fostered a sense of camaraderie and provided the perfect backdrop for discovering the diverse range of beers on offer. Shipyard’s dedication to brewing excellence was evident in every sip, as the carefully curated selection of craft beers delighted my taste buds with their remarkable complexity and balance.

As I engaged with the knowledgeable staff, I gained a deeper appreciation for the brewing process and the passion that drives Shipyard’s success. The team’s genuine enthusiasm was contagious, enhancing my overall experience and allowing me to forge a connection between the beers I enjoyed and the skilled artisans who crafted them.

15 Best Things to Do in Portland (Maine):

• The Old Port
• The Portland Museum of Art
• The Allagash Brewery
• The Peaks Island
• The Eastern Promenade
• The Casco Bay Lines & The Mail Boat Tour
• The Historic House Museum – Victoria Mansion
• The Portland Observatory
• The Bug Light Park
• The Portland Head Light
• The Commercial Street
• The Spring Point Ledge Lighthouse
• The Maine Narrow Gauge Railroad Company and Museum
• The Shipyard Brewing Company

32 Best & Fun Things To Do In Portland (Maine)

By: Author Jerric Chong

Posted on Last updated: June 28, 2024

You’ve probably seen Portland even if you’ve never been there.

With its jagged cliffs, crashing waves and historic white-towered lighthouses, it’s the kind of picturesque place that makes it onto all kinds of postcards.

But what if you’re looking for something a little more exciting than a photograph?

What if you’re taking a real-life vacation or honeymoon to Portland?

Here are just a few cool things to do in Portland.

They range from the outstanding to the outlandish, but they’ll all leave you with great memories of your time in Maine!

Table of Contents

1. Portland Head Light

Portland Head Light

One of the most iconic sights in Portland is the Portland Head Light .

Originally built in 1791, it’s a fully-functioning lighthouse that overlooks the Gulf of Maine, and it’s been helping sailors, soldiers and settlers reach New England since the days of yore.

You can’t miss the Portland Head Light.

It looms over the whole coastline, and it uses both a beacon and a foghorn to guide travelers through the dark.

The only difference between its past and present is that the tower has exchanged whale oil lamps for electric lights.

Today, visitors to the lighthouse can climb the stairs, see the sights, take a tour, explore the on-site museum or just lounge around the grass.

It’s a great place to suck in a deep breath and enjoy the salt and spray of the ocean.

Drop by the Portland Head Light if you’re looking for awesome stuff to do in Portland.

You’ll find it listed in just about every travel guide, and it’s worth the praise!

Address:  12 Captain Strout Cir, Cape Elizabeth, ME 04107, USA

2. Peaks Island

Peaks Island

Peaks Island is one of the best vacation spots in Maine.

Located a few miles west of Portland, it’s only accessible by a ferry ride, and it offers all kinds of fun activities for people who want to escape the crowds of the city.

Outdoor enthusiasts can rent bikes and kayaks to explore the natural scenery of the island.

History buffs can check out the lighthouses and old military bunkers that dot the shore.

Shopaholics can empty their wallets at charming little cafes, bistros and boutiques.

Peaks Island is one of those rare tourist attractions that doesn’t feel like a tourist attraction.

While it offers plenty of things to see and do, it’s still remote enough to have a quiet, peaceful atmosphere as a semi-private isle.

You should definitely check out Peaks Island if you’re looking for the best destinations in and near Portland!

3. Portland Arts District

Portland Arts District

If you’re a patron of the arts, the Portland Arts District is an absolute “must-see” while you’re in Maine.

For starters, it gathers a large number of museums, theaters, galleries and art colleges in a few square blocks.

You could spend all day exploring its performance venues, and you wouldn’t even need a car for your travels.

The Portland Arts District is also home to a tradition known as the “First Friday Art Walk.”

On the first Friday of every month, all of the art institutions open their doors to the public from 5PM – 8PM.

Many of them offer free admission or serve food and drink to guests.

It’s a great social gathering for creatives of all types, and it’s one of the best things to do in Portland on a weekend.

If you sigh every time that you see the brush strokes of “Wheatfield With Crows,” check out the Portland Arts District.

You’ll meet like-minded souls there.

Address: Congress Street, Portland, ME, USA

4. Rockin’ Horse Stables

Rockin’ Horse Stables

Woo the love of your life with a trip to the Rockin’ Horse Stables .

They offer a variety of horse-drawn rides, including carriage rides and sleigh rides, so they’re easily one of the most romantic things to do in Portland.

Winter is the best time to visit the Rockin’ Horse Stables.

With fresh snow blanketing the ground, you can cuddle close under a cozy blanket while enjoying a sleigh ride for two.

You’ll also be treated to complimentary hot chocolate when you return to the stables!

Romance can bloom in spring and summer, too.

A horse-drawn carriage ride can seem like something out of a storybook as you explore the lush green countryside.

For an extra-magical experience, you can arrange the driver to take you to a quaint little bed-and-breakfast at the end of your trip.

Visit the Rockin’ Horse Stables if you’re hoping to have a fanciful time in Portland.

They might be just what you need to get heart eyes from your boo!

Address:  245 Arundel Rd, Kennebunkport, ME 04046, USA

5. International Cryptozoology Museum

International Cryptozoology Museum

One of the highlights of downtown Portland is the International Cryptozoology Museum .

It’s the only museum in the world dedicated to rare, elusive and possibly-mythical creatures like Bigfoot and Sasquatch, and it’ll provide hours of entertainment for anyone who wants to immerse themselves in mystery.

Do you like looking at skeletons that could be yetis or mammoths?

Are you intrigued by shadowy pictures of dragons, mermaids and sea serpents?

Would you like to marvel at real-life “living fossils” of extinct species?

The International Cryptozoology Museum has it all.

Meant for both serious scholars and roadside gawkers, it’s one of the most fun things to do in Portland.

It’s also the only cryptozoology museum in the world, so it’s quite literally a one-of-a-kind attraction.

You’ll regret not checking it out!

Address:  4 Thompsons Point #106, Portland, ME 04101, USA

6. Lucky Catch Cruises

Lucky Catch Cruises

Have you ever wondered about the journey of a lobster from the bottom of the ocean to the top of a plate?

With Lucky Catch Cruises , you can watch every step of the process and eat the lobster when you’re done.

Lucky Catch Cruises will take you on a boat ride with real fishermen to bait, catch, trap and haul sea critters from the deep.

Under their careful instruction, you can get your hands dirty like you’re part of the crew.

Once you’ve caught some good lobster, you can purchase them for a wholesale price and take them across the docks to a special seafood restaurant that will cook your prize for you right then and there.

You can’t visit Maine without indulging in some fresh-caught lobster, and nothing is fresher than a lobster that you catch yourself.

Book a tour with Lucky Catch Cruises to learn the true meaning of working for your dinner.

Address:  170 Commercial St, Portland, ME 04101, USA

7. Coastal Maine Botanical Gardens

Coastal Maine Botanical Garden / JR P / flickr

The Coastal Maine Botanical Gardens are about an hour north of Portland, so you’ll need to be willing to make a road trip to see them, but they’re definitely worth the fuel.

They’re so gorgeous that they’ve attracted visitors from more than 63 countries, and they’re considered one of the top attractions in the whole of New England.

Why are the Coastal Maine Botanical Gardens so special?

It starts with a huge, sweeping landscape that goes on for miles.

You can find everything from hushed forests to noisy ponds filled with fish that literally leap through the air.

They also offer a lot of fun attractions for visitors.

Take a boat tour; walk through the butterfly house; visit the cafe and souvenir shop.

There are always neat things to do in the gardens.

Maine is one of the most beautiful states in the U.S. , and when you’re watching the sunlight play off the rustling leaves of the Coastal Maine Botanical Gardens, you’ll understand why it gets this distinction.

Put it on your list of Portland attractions if you want to be awed by the beauty and tranquility of nature.

Address:  132 Botanical Gardens Dr, Boothbay, ME 04537, USA

8. Commercial Street

Commercial Street / Corey Templeton / flickr

There’s nothing like the smell of the sea as you stroll near the water’s edge.

Throw in all kinds of shops, bars, pubs, boutiques and restaurants, and you’ve got the greatest tourist destination in Portland!

Running right along the bay, Commercial Street is one of the liveliest places to visit in the city.

There are always people weaving around each other, especially near the wharves and docks.

Not only do these locations offer great views of boats docking and fishermen calling out their hauls, but they’re also lined with everything from seafood restaurants to customized t-shirt shops.

There’s always something new to experience!

If you prefer not to mist yourself with sea spray, wander towards the historic side of Commercial Street and enjoy the old-world charm of colonial buildings and cobblestone streets.

It’s a great taste of vintage New England, and you can take in lots of landmarks during your stay.

Stop by Commercial Street if you’re looking for fun things to do in Portland.

It’s one of the quintessential destinations in the city, so you won’t want to miss it!

9. Maine Foodie Tours

Maine Foodie Tours

When your stomach is rumbling after a long day of travel, you’ll need some tasty treats to help you refuel.

Maine Foodie Tours can help.

While not the only company of its kind, Maine Foodie Tours has made a name for itself as one of the best.

It offers award-winning tours that are centered around specific foods, themes, locations and events.

For example, the “Old Port Lunchtime Lobster Crawl” will leave your fingers permanently covered in butter after you’ve cracked open the most delicious lobster tails in the area.

Also, the “India Street Food Artisans” will keep your taste buds ablaze from the spices of the east.

Give a call to Maine Foodie Tours if you’re wondering what to do in Portland.

Everyone has to eat, but you don’t have to sustain yourself on fast food scarfed down in a hotel room.

You can take your culinary experiences to the next level with a proper food tour.

Address: 227 Commercial St, Portland, ME 04101, USA

10. Eastern Promenade

Eastern Promenade

If you’re traveling on a budget, you could probably use some free things to do in Portland.

Fortunately, Eastern Promenade is so much fun that you’ll marvel at the fact that it doesn’t cost a dime!

The Eastern Promenade has lots to offer to visitors.

If you like working up a sweat, you can play a game on the baseball, basketball or tennis courts.

If you enjoy sightseeing, you can visit on-site landmarks like the old railway or the mass grave of American soldiers lost in the War of 1812.

Being on the waterfront, the Eastern Promenade is also a popular spot for picnics, so there are always blankets spread on the grass and kids playing in the distance.

There are plenty of free things to do around Portland. You just have to find them.

The Eastern Promenade can be the first thing on your list, but leave some room for others as well!

Address:  510 Eastern Promenade, Portland, ME 04101, USA

Exploring other parts of Maine? Why not check out some of the things to do in Bar Harbor ?

11. The Maine Mall

The Maine Mall

The Maine Mall lives up to its name by being the largest shopping complex in the state.

In fact, it’s so gargantuan that it’s the second-largest in the whole of New England.

It boasts more than 100 stores while covering 1.1 million square feet of retail space.

You’ll definitely be able to stop until you drop at the Maine Mall.

From luxury stores to cheap kiosks, it has a little bit of everything.

A food court will keep you from going hungry as you burn off the calories by power-walking through the corridors.

Another great thing about the Maine Mall is that it hosts special events throughout the year.

Depending on the timing of your vacation, you might be able to catch a musical performance, book signing, holiday festival or food truck battle.

The Maine Mall is one of the best things to do in Portland when you have a little money to spare.

How often do you get the chance to buy shoes and eat bonbons at the biggest shopping complex in Maine?

Take advantage of the opportunity while you can!

Address:  364 Maine Mall Rd, South Portland, ME 04106, USA

12. Palace Playland

Palace Playland Amusement Park

Located a few miles south of Portland in a place called Old Orchard Beach, Palace Playland is known as “Maine’s only beachfront amusement park.”

Its rides directly overlook the water, so when you’re screaming on the roller coaster or relaxing on the Ferris wheel, you’ll be doing it with incredible ocean views!

There are other things to enjoy at Palace Playland as well.

It offers games, slides, carousels, bumper cars, kiddie pools and fun houses.

An arcade is filled with photobooths and skeeball lanes.

Your favorite concessions are sold at dozens of snack stalls.

If you’re looking for the best Portland attractions, consider Palace Playland.

You could whittle away entire weekends with all of its games and amusements, and you’ll never get another view like the one atop its gigantic rides!

Address:  1 Old Orchard St, Old Orchard Beach, ME 04064, USA

13. Standard Baking

Standard Baking / Corey Templeton / flickr

To enjoy Portland like a local, you’ll need to know all of the local points of interest.

One of them is Standard Baking .

Found behind an unassuming shopfront, Standard Baking is one of the best bakeries in the city.

It offers everything from chewy fudge squares to soft cinnamon rolls dripping with icing.

Everything is made fresh with the sunrise, and you can often smell the bakery from outside long before it opens its doors.

The only bad thing about Standard Bakery is that it’s considered a hot spot in Portland, so the lines can get long.

This is especially true in wintertime when its warm desserts and cocoas are in high demand.

Once you bite into the flaky layers of a bichon au citron, however, you’ll understand that Standard Baking is worth the wait.

It’s so good that we consider it one of our top 10 places to visit in Portland.

No other bakery gets this honor, but Standard Baking is just too delicious!

Address:  75 Commercial St, Portland, ME 04101, USA

14. Maine Narrow Gauge Railroad Museum

Maine Narrow Gauge Railroad Museum / Paul VanDerWerf / flickr

Did you collect trains as a kid?

The Maine Narrow Gauge Railroad Museum will be a little like your childhood dreams coming to life.

Located on a functioning narrow-gauge railway, the Maine Narrow Gauge Railroad Museum offers an experience that’s both interesting and educationally engaging.

You’ll learn about the history of the railway, but you’ll have fun while you’re doing it.

You’ll be able to take a tour, climb aboard the cars, press controls in the caboose and even ride on the tracks for a three-mile journey down the waterfront.

The Maine Narrow Gauge Railroad Museum is a must-do in the Portland area.

Not only is it a fascinating attraction, but it’s specific to the railways of the city, so you can’t find anything like it anywhere else in Maine.

Address:  58 Fore St, Portland, ME 04101, USA

15. Fort Gorges

Fort Gorges

Fort Gorges is an abandoned military fortress off the shores of Casco Bay.

It doesn’t offer tours, and it’s only accessible if you boat, canoe, kayak or hire a water taxi to get yourself there.

It’s recommended that you bring a flashlight if you want to explore the darker parts of the ruins.

There are no guarantees of safety if you reach a crumbling deck or overgrown bunker wall.

If this sounds like the perfect adventure for thrill seekers, you’re absolutely right!

Despite its fearsome reputation, Fort Gorges is a popular tourist attraction in Portland.

It’s such a cool and unique thing to do that it draws visitors like a moth to a flame.

It isn’t that scary, either.

On sunny days, it can even become a family-friendly place if the kids want to play or picnic on the grass outside of the fort.

Just make sure that you bring that flashlight if you really want to excavate something from the ruins.

Fort Gorges is an entirely self-guided attraction, and this can mean both good and bad things for Portland vacationers.

Address:  Portland, ME 04101, USA

16. Munjoy Hill

Munjoy Hill

Known to locals as “the Hill,” Munjoy Hill is one of the trendiest neighborhoods in Portland.

It used to be a rougher, more working-class place, but it gentrified in the ’70s and ’80s, and today’s residents are young hipsters who bring vibrant energy to its bustling streets.

You’ll find all of the latest trends in Munjoy Hill.

If everyone is going crazy over a bubble tea, it originated from a Munjoy Hill cafe.

If everyone is eager to get a job at a new start-up, it’s housed in a Munjoy Hill loft.

Despite its reputation as an expensive place, there are free things to do in the neighborhood.

It runs along the waterfront, so you can enjoy great views from its parks and observation points.

It’s packed with businesses, so there are always special deals, events and giveaways.

You might not want to live around Munjoy Hill, but in terms of fun places to visit, it deserves to be on your vacation itinerary.

You should experience Munjoy Hill at least once while you’re in the city.

Address: Portland, ME 04101, USA

17. Crescent Beach State Park

Crescent Beach State Park / Wally Gobetz / flickr

Despite its proximity to the water, Portland isn’t really considered a “tropical” location.

Its beaches are usually too cold or too rocky to attract the bikini crowd.

That said, there are still a few places where you can go to enjoy sand and sun, and one of them is Crescent Beach State Park .

Crescent Beach State Park stretches for almost 250 acres across southern Maine.

It offers beaches, playgrounds, fields, groves and nature trails.

There are places to lay down a towel and work on your tan; there are places to swim, hike, fish, kayak, picnic or wade into tide pools and pick up starfish.

If you’re traveling there in the wintertime, there are even slopes where you can go skiing!

Crescent Beach State Park has a little something for everyone, so it’s definitely one of the best Portland attractions on the map.

If you’re looking for the most tropical vacation that you can have in Maine, Crescent Beach is the place to be.

Address:  109 Bowery Beach Rd, Cape Elizabeth, ME 04107, USA

18. Merrill Auditorium

Merrill Auditorium / University of Southern Maine School of Music / flickr

If you like a show, you’ll love Merrill Auditorium .

It’s one of the most popular venues in Portland, and it hosts everything from concerts to theater productions within a vintage, turn-of-the-century building with a gigantic pipe organ as its centerpiece.

One of the most anticipated acts of the Merrill Auditorium is the Portland Symphony Orchestra.

There’s also the Portland Ballet and the Friends of the Kotzschmar Organ.

During the holidays, the city’s famous Polar Express is co-organized by the auditorium.

You can even rent Merrill Auditorium for your own events.

For example, if you’re marrying or honeymooning in Portland, you might like the classically romantic architecture as a backdrop for your wedding portraits.

One thing is for sure: The Merrill Auditorium is the beating heart of the arts and culture scene in Portland.

If you want to enjoy any kind of show in the city, you’ll probably wind up here.

Address:  20 Myrtle St, Portland, ME 04101, USA

19. Deering Oaks

Deering Oaks Park

Deering Oaks is a nice park in Portland.

There are fields, ponds, playgrounds and ball fields for visitors of all ages, and seasonal activities like ice-skating will keep you occupied at any time of year.

The best thing about Deering Oaks, however, is the fact that it’s a bustling venue for all kinds of Portland events.

Every time that you venture into the park, there’s something new going on.

There might be a farmer’s market on Thursday and a movie festival on Friday.

There might be guided nature walks at sunrise and bachata dance classes lighting up the lamp posts at night.

If you’re wondering what to see and do in Portland, you might appreciate the fun roster of activities at Deering Oaks.

The sheer range of them transforms Deering Oaks from a regular public park into one of the major points of interest of Portland.

Address:  Park Ave, Portland, ME 04101, USA

20. Portland Observatory

Portland Observatory / Corey Templeton / flickr

The Portland Observatory is a rare sight.

Not only is it a unique structure in Maine, but it’s also the last surviving tower of its kind in the entire United States.

Everything about it has become a relic of the past.

What is the Portland Observatory?

Simply put, it’s an old-fashioned signal tower.

It used both telescopes and flags to help ships reach the local wharf throughout the 19th and 20th centuries.

Today, the Portland Observatory has been converted into a maritime museum where visitors can learn about its history and heritage.

You can even climb to the top of its 86-foot tower and enjoy scenic views of the land, water and sky.

On clear days, you can see all of the way to Mount Washington!

Now that’s a sightseeing opportunity that you don’t want to miss!

Address:  138 Congress St, Portland, ME 04101, USA

21. Bedrock Gardens

Bedrock Gardens

If you love nature but get tired of the same dirt-and-rock nature trails that wind through every state park, you might like Bedrock Gardens .

It’s a horticultural sanctuary that emphasizes art just as much as nature, so it’s a fun destination for people who enjoy new experiences.

The landscape of the garden is beautiful.

There are flowers, trees and streams as far as the eye can see, and there are plenty of pavilions and pagodas if you want to take a break in the shade.

The best part of Bedrock, however, is its art.

In addition to the usual fountains and statues, there are also gates, groves, birdhouses and all kinds of homemade sculptures made from metal and fabric.

Everything is uniquely crafted and displayed, so you’ll feel like you’re looking at real art made by real people.

If you’re wondering what to do in Portland on a dull afternoon, you can add some serious interest to your day with a trip to Bedrock Gardens.

It offers a lot of cool things to see, catalogue and photograph, so it’s perfect for people who aren’t afraid to wander off the beaten path.

Address:  19 High Rd, Lee, NH 03861, USA

22. Portland Museum of Art

Portland Museum of Art

This museum is part of the Portland Arts District, so if you’ve already marked off a weekend for exploring the bounds of West End, you can skip this part of the list.

If you’re pressed for time, however, or if you’re looking for the absolute best things to do in the arts district, the Portland Museum of Art should be your number one stop.

As the oldest art institution in Maine, the Portland Art Museum has been serving art and culture to the locals since 1882.

Rather than being housed in a single building, it’s actually comprised of three buildings that are joined together with a common purpose, and they boast more than 17,000 paintings and artifacts all together.

Art lovers, you won’t want to miss the Portland Museum of Art.

It’s the central hub of the whole Portland Arts District, and it’s one of the best things to do in all of Maine.

Don’t vacation in the state without stopping by its top attraction!

Address:  7 Congress Square, Portland, ME 04101, USA

23. Old Port

If you like the thought of strolling near the waterfront with a cold drink in hand and your flip-flops slapping against the cobblestones, check out the Old Port.

It’s one of the biggest tourist attractions in Portland, and it’ll offer an entertaining day trip for visitors of all ages.

Activities at the Old Port range from exciting ferry rides to leisurely food tours.

You can eat, drink, shop or just people-watch along the harbor.

It’s the kind of place where street musicians always have their hats on the ground and crowds line up for hours at their favorite crab joints.

Maybe you’re looking for a nice hotel during your romantic honeymoon.

Maybe you just want something to do on a sunny day in Portland.

Whatever your reasons for checking out the Old Port, it can provide a good time that you’re looking for, so pack up your swimsuit and get moving!

Address: Commercial St, Portland, ME 04101, USA

24. Greenbelt Walkway

Greenbelt Walkway / Corey Templeton / flickr

The Greenbelt Walkway is a five-mile trail that will take you through some of the most beautiful parts of Portland.

You can walk, jog, skate or bike it, and best of all, it won’t cost you a cent.

One of the coolest things about the Greenbelt Walkway is the fact that the landscape changes as you venture further and further down the trail.

You’ll be transported from grassy fields to swampy wetlands to sandy beaches, so your eyes will always be able to feast on new and breathtaking sights.

Another nice thing about the Greenbelt Walkway is that it offers different things to do along the way.

You can take a side trip to one of the parks or landmarks for further sightseeing, or you can venture into one of the many local shops, cafes and restaurants if you need a blast of air conditioning on a hot day.

The Greenbelt Walkway is one of the best free things to do in the city of Portland, so it’s worth a marker on your map.

Maine has lots of beautiful, natural destinations, and a place like the Greenbelt Walkway will let you see them all along a single trail.

Address: Bug Light Park, South Portland, ME, USA

25. Odyssey Whale Watch

Odyssey Whale Watch

Maine has some of the best shores in the world for whale-watching, and Odyssey Whale Watch will let you get up close and personal with these majestic mammals.

The adventure starts when you board a small vessel known as the Odyssey.

It isn’t a luxury liner, but it’s comfortable, and its petite size will let its captain maneuver you closer to the whales.

While you’re waiting for them to appear, you can enjoy snacks, soft drinks or alcoholic cocktails.

You can gaze at the water as a romantic tryst or snap some commemorative photos with amazing waves as the background.

When the whales appear, the wait will be worth it.

You’ll be so close to them that you can count the water droplets on their backs!

Getting to observe these amazing animals in the wild is one of the top things to do in Portland, so don’t be afraid to call Odyssey Whale Watch and book a tour today.

SPACE is an art and performance venue in Portland that delights in the unique.

Its specialty is experimental, contemporary art, so it’s always on the lookout for fun, fresh, colorful and offbeat things.

Do you like supporting local artists?

SPACE holds plenty of fundraisers, and they often intersect with films, lectures and gallery showings.

Do you enjoy going to classes and workshops where you can learn new things?

SPACE has plenty of events on its weekly calendar.

Whether it’s a film festival for silent movies or a poetry slam in a hallway filled with hand-painted watercolors, there’s always something different going on at SPACE.

You should give it a try if you’re the kind of person who’s willing to live outside of the box.

Address:  538 Congress St, Portland, ME 04101, USA

27. Bubba’s Sulky Lounge

Bubba’s Sulky Lounge

Dust off your collar dresses and low-heel flats!

Bubba’s Sulky Lounge is here to take you back to the ’60s with its retro architecture and eclectic playlists.

There are many nightclubs in downtown Portland, but Bubba’s Sulky Lounge uses its vintage theme to stand apart from the rest.

Buzzing lights will flash in neon colors over your head, and a tiled rainbow floor will look like something straight out of the disco movies of yesteryear.

There are regular costume parties and other old-school throwbacks.

As for its drinks, you’ll be able to enjoy all kinds of special cocktails from both the past and the present.

There are also double dance floors, so when you get too sweaty on the first one, head to the second and keep the party going.

Bubba’s Sulky Lounge is one of the best destinations in downtown Portland, so if you’re looking for ways to cut loose on a lively evening, don’t hesitate to hit it up.

The tights are optional. The only requirement is to have a blast.

Address:  92 Portland St, Portland, ME 04101, USA

28. Bug Light Park

Bug Light Park

Despite the name, you won’t be disturbed by any bites or stings at Bug Light Park .

It gets the moniker from the short, squat lighthouse that overlooks its waterfront.

Maine is no stranger to lighthouses, so it takes something special for them to stand out, and that’s exactly what the quaint little “bug light” does.

Of course, the lighthouse isn’t the only attraction at Bug Light Park.

There are many places to see and explore.

The windy, grassy fields are great for kiting, and the piers are a local hot spot for saltwater fishing.

There’s also a liberty ship memorial on the far end of the park that houses the remnants of a WWII vessel.

You’ll enjoy Bug Light Park if you’re looking for a peaceful place to spend an easygoing afternoon.

Portland vacations don’t have to be jam-packed with tourist attractions to be exciting.

Sometimes, a little R&R is the most enjoyable part of a getaway.

Address:  South Portland, ME 04106, USA

29. The Allagash Brewery

Allagash Brewing Company

Famous for its Belgian-style beers, the Allagash Brewery can be considered one of the top tourist attractions in Portland.

You don’t even have to be a big drinker to enjoy it.

It has enough history to offer an engrossing look into the general brewing customs of New England.

For example, did you know that many of Portland’s beers were aged in oak barrels until modern machines came along?

The Allagash Brewery still uses wooden barrels for some of its specialty beers.

This is just one of the fascinating facts that you can learn with a tour of the brewery.

Of course, drinkers will probably enjoy the tour more than non-drinkers.

There’s nothing like free samples to give you a nice buzz!

No matter where your alcohol tolerance lies, however, you’re guaranteed to have a good time at the Allagash Brewery.

It’s a chance to see how your favorite craft beers are made while you sip on the fruits of the labor that you’re witnessing before you.

Who wouldn’t be intrigued by that?

Address:  50 Industrial Way, Portland, ME 04103, USA

30. Fore River Sanctuary

Fore River Sanctuary / Corey Templeton / flickr

Home to Jewell Falls, the only natural waterfall in Portland, the Fore River Sanctuary is a great place to get away from it all.

Its most stunning feature is its rugged natural beauty.

The Fore River Sanctuary offers gorgeous landscapes that haven’t been touched or tempered by man.

You can really breathe there in a way that you might not be able to when you’re jostling elbows with every Tom, Dick and Harry in the city.

It’s so quiet at the sanctuary that you can hear every rush of water over the rocks and every note of the birds in the trees.

Another great thing about the Fore River Sanctuary is that it’s still accessible to visitors despite its natural landscapes.

It has modern conveniences like benches and bathrooms, and you can follow signs along the trails to keep yourself from getting lost.

You won’t have to act like a complete caveman while you’re there!

All things considered, however, the Fore River Sanctuary is one of the more rugged parks in Portland, so it should definitely top your list if you’re looking for authentic things to do in Maine .

Address:  157-169 Rowe Ave, Portland, ME 04102, USA

31. Mackworth Island

Mackworth Island

Mackworth Island is one of the many islands in the waters of Casco Bay.

However, it distinguishes itself from the rest by offering cool things to do that you can’t find on the other isles.

For example, there are a lot of legends about fairies on Mackworth Island.

It’s a heavily wooded area, so it’s easy to imagine tiny winged creatures darting among the trees and ravines.

There’s even a “Fairy Village” that lets you construct your own wood-and-metal fairy house and leave it for future visitors to find.

If you’re planning a trip to the city, Mackworth Island is worth the quick trip across the bridge.

It’s only a few miles from downtown Portland, so it isn’t like you have to go on a long voyage to get there, and you’ll get to partake in some fun and unusual hobbies while you’re visiting.

There are definitely worse ways to spend a weekend in Maine!

32. Len Libby Chocolates

Len Libby Chocolates

Have you ever seen a 1,700-pound chocolate moose?

Is that something that you’d like to cross off your bucket list?

Is that something that you’d like to add to your bucket list?

Len Libby Chocolates is a candy shop located a short drive from Portland.

Despite the name, it offers all kinds of sweet treats that aren’t derived from cacao beans; you can find taffy, truffles, twinkies, gummies, nuts and many other snacks.

There’s even an ice cream parlor if you’d like to add your sweets to the top of a hot fudge sundae.

The biggest attraction of the shop, however, is its life-sized chocolate moose.

His name is Lenny, and he’s one of those roadside attractions that you just have to see to believe.

Stop by Len Libby Chocolates if you’re ready to take some pictures that your friends and family will boggle at for years to come!

Address:  419 US-1, Scarborough, ME 04074, USA

Start Planning Your Trip To Portland

These are just a few of the best things to do in the city of Portland.

It isn’t a coincidence that it’s one of the most highly-traveled and highly-regarded parts of Maine!

If you’re ready to experience the magic for yourself, let these suggestions be your guide for a great trip to Portland.

Our Adventure Journal

23 Things to Do in Portland, Maine (Full Visit Guide!)

Last Updated on April 12, 2024 by Kelly

Planning a trip to Portland, Maine ? Maine is the northernmost New England state and it’s home to the coastal city of Portland. Portland has small-town charm while simultaneously being the state’s most populous city. It was even ranked as one of the Top 10 places to live in the United States, so it’s no wonder that it’s also a popular vacation destination as well!

We visited Portland as part of our road trip through New England. We especially enjoyed the coastal views , colonial history, and lobster ! We decided to go to Portland on a whim, and I loved the vibes of the city. In this guide, we’re sharing our picks for the best things to do in Portland, Maine . We also share the best restaurants, hotels, and more!

Disclosure: This post may contain affiliate links. As an Amazon Associate, I may earn commissions from qualifying purchases.  

Best Things to Do in Portland Maine

1. take a tour of portland.

One of the best ways to get the lay of the land is to book a tour with a local. With this tour of Portland , you’ll get to see the prominent sights in the city as well as three lighthouses. The tour is approximately 1 hour and 45 minutes. 

If you’re looking to see lots of lighthouses, consider booking a lighthouse tour. This 2-hour land tour will take you to three separate lighthouses near Portland. You can also book a private lobster boat charter to see the lighthouses from the water. 

You can also take this 2-hour walking tour of Portland’s history. You’ll get to see historic homes, the Eastern Cemetery, and the Abyssinian Church. 

2. Portland Head Light

The Portland Head Light is one of the most iconic spots to visit in the city of Portland, Maine. It’s the most photographed lighthouse in the country! This picturesque lighthouse was first lit in 1791. The tower has been renovated several times over the years. Today, it is 80-feet tall. It is on the National Register of Historic Places. There is a museum and a gift shop at the lighthouse. The lighthouse is also adjacent to Fort Williams Park. 

3. Take a Portland Food Tour

Our favorite thing to do while traveling is eat! We think that one of the best ways to get to know a city is by exploring its restaurants. When you take a food tour, you’ll be able to try multiple places in the same day. Here’s a few food tours in Portland to consider:

• Donut Walking Tour: Get access to the donut flavors that often sell out!
• Seafood Lovers Tour: Maine is known for its seafood, so must try a lobster roll and some chowder!
• Old Port Walking Tour: See 6 local eateries in this vibrant neighborhood!

4. International Cryptozoology Museum

The International Cryptozoology Museum is the place to go to learn about hidden or unknown animals. It’s actually the only cryptozoology in the world! At the museum, you’ll learn all about the Abominable Snowmen, Bigfoot, Lochness Monster, Yowie, Orang Pendek, Mermaids, and more.

5. Fort Preble

Fort Preble was constructed in 1808 and is located right on the waterfront. In the mid 1950s, it was sold to the State of Maine and became part of the Southern Maine Community College campus. When you visit the fort, there is the Portland Harbor Museum inside. An adult ticket costs $4, and the hours of operation change by season. The fort was active during the War of 1812, the Civil War, and World War I and II. From Fort Preble, you can also see Fort Gorges across the water.

6. Take a Sailing Tour

Board a traditional wind-jammer as you see views of Maine from the coast! Sail through Casco Bay and enjoy the sights. 

7. Eastern Promenade

Portland’s largest developed park is the Eastern Promenade. The park was designed in 1905 by the same firm that created Central Park in New York. The park is 68 acres and sits on the slope of Munjoy Hill. From the park, you have unobstructed views of Casco Bay and Portland Harbor. If you’re looking for a nice place to walk, the Eastern Promenade Trail is two miles long and hugs the coast. The park also has play fields, a playground, and lots of other outdoor recreational opportunities.

8. Maine Narrow Gauge Railroad 

Ride the Maine Narrow Gauge Railroad along the coast of Maine! Trains depart every Wednesday through Sunday. You can take a scenic ride along a two-foot gauge railway. There’s options to ride in the passenger car, an open-air car (weather dependent), and first-class. The train ride is 3 miles roundtrip along the Eastern Promenade. The duration is about 35 minutes. This is a great activity for families!

9. Portland Museum of Art

The Portland Museum of Art has over 18,000 pieces of art. You can works by Andy Warhol and Claude Monet. The museum also has a sculpture park that is closed at the time of this writing due to city construction. The museum is closed Monday and Tuesday. There’s free admission on Fridays if you arrive between 4 and 8pm. An adult ticket costs $18.

10. Portland Observatory

The Portland Observatory was built in 1807 and served as a maritime signal tower. The 86-foot-tall tower sits on Munjoy Hill. It was restored in 2000 and is on the National Register of Historic Places. It’s the only tower of its kind that still exists in the United States. 

11. Old Port District

The Old Port District has cobblestone streets and historic brick buildings. The neighborhood is filled with restaurants, gift shops, and bars. You could easily spend an afternoon wandering through this neighborhood.

12. Spring Point Ledge Lighthouse

The Spring Point Ledge Lighthouse is a small lighthouse located in Portland. It was built in 1897 and you can actually walk to it via the breakwater. The lighthouse is located right next to Fort Preble.

13. Tate House Museum

The Tate House was constructed in 1755. The home was built before the Revolutionary War! The house’s architecture is Georgian with a unique gambrel (indented) roof. When you visit the house, you’ll get a chance to see what life was like in Maine in the 18th century. The museum is open Wednesday through Saturday. An adult ticket costs $16.

14. Bug Light Park

But Light Park is another beautiful park located right on Maine’s coast. One of the highlights of the park is a small lighthouse (Portland Breakwater Light) that was built in 1875. The lighthouse is only 26-feet-tall, but it is truly a beautiful lighthouse due to its 6 Corinthian columns. If you visit the park at sunrise, you’ll get the chance to see the lighthouse with colorful skies in the background. Also at the park is the Liberty Ship Memorial. The memorial honors the individuals that worked at the South Portland Shipyards, where numerous sailing vessels were constructed over the years.

15. Victoria Mansion (Morse-Libby House)

The Victoria Mansion is another historic home in Portland that is open seasonally for tours. (Although the mansion does have some special Victorian Christmas events in the winter!) The home is one of the best preserved historic homes from the 19th century in the United States. The home was completed in 1860 and is in the Italian Villa style. What’s special about this home is that over 90% of the interior is original. When you visit, you’ll really get a sense of what it looked like to occupy the home during the 19th century. Tickets can be purchased online through their website. 

16. Wadsworth-Longfellow House

The Wadsworth-Longfellow House was completed in 1786. It was occupied by the famous literary icon Henry Wadsworth Longfellow during his life. The house is another historic home in Portland that visitors can tour. When you walk through the house, nearly all of the household items were personally owned by the Wadsworth and Longfellow families.

“For after all, the best thing one can do when it is raining is let it rain.”  – Henry Wadsworth Longfellow

17. Harbor Fish Market

While you’re in Maine, you absolutely have to try some its world-famous seafood. One of the best places to see the latest catch is the Harbor Fish Market. You’ll find lots of lobster, clams, and fish. 

18. Umbrella Cover Museum 

One of Portland’s quirkiest destinations it the Umbrella Cover Museum. The museum was created in 1996 and contains lots of umbrella covers that were found, lost, donated, or discarded over the years. The museum is located on Peaks Island.

19. Peaks Island

Peaks Island is located right across the water from the Old Port District in Portland. You can take a 17-minute ferry ride from Portland to get to Peaks Island. The island is a popular summer destination. Most people take a golf-cart tour around the island. 

20. Fort Gorges

Construction for Fort Gorges was completed in 1868 and was constructed entirely from local granite. The fort is located in the harbor and was meant to protect the coastline. However, once construction was completed, the fort was obsolete due to advances in artillery. Today, the city of Portland owns the fort. There are some paddle tours of the fort. 

21. Cleve Tucker Memorial

This memorial honors the lives of George Cleve and Richard Tucker. Their boat landed in the area in 1633 and they helped to found the city of Portland. The Cleve Tucker Memorial was erected in 1883 and it was the first public monument in the city. The four sides of the monument represent the four different names that the Portland Neck has been known by: Machigonne, Casco, Falmouth, and Portland.

22. Portland Farmers Market

The Portland Farmers Market contains lots of booths featuring fresh produce, delicious food, and artisan crafts. If you get a chance, going to a farmers market is one of the best ways to get to know a city’s food. The Portland Farmers Market is open seasonally on Wednesdays and Saturdays.

23. Portland Maine Downtown

When visiting Portland, make sure you schedule time to simply walk around and explore the downtown area. (Check out a map of Downtown Portland.) Portland’s downtown area consists of four separate districts: Old Port District, Arts District, Government District, and the Waterfront District. I enjoyed window-shopping and admiring the work of local artists.

The Best Restaurants in Portland, Maine

Looking for a bite to eat? Here’s our recommendations for restaurants in Portland:

Portland Lobster Company | $$

When we visited the Portland Lobster Company, we went all in! We tried a fresh Maine lobster and bowl of chowder, and wow! If you are only in Portland for a short while, we definitely recommend that you hit up Portland Lobster Company. We ate our meal at a counter bar facing the marina, and it was coastal Maine perfection. It was the perfect way to eat lobster with a view!

Duckfat | $$

Duckfat is the place to go for a cone full of crispy duck-fat fried Belgian-styled frites (french fries). Their fries are fried twice in Duckfat, so you know they are going to be crispy and delicious! There are two Duckfat locations: the Original and a Frites Shack. Be sure to check their website for hours of operation and locations.

Fore Street Restaurant | $$$$

Looking for a fine dining experience? Check out Fore Street Restaurant. Whether you’re looking for oysters, mussels, or steak, you’ll be sure to enjoy their menu.

Hot Suppa | $$

Hot Suppa is open for breakfast and lunch. At the time of this writing, their breakfast menu consists of things like barbecue pulled pork eggs benedict, chicken and waffles, and shrimp and grits.

Street & Co. | $$$

Street & Co. serves Mediterranean-style dishes with a special emphasis on seafood. At the time of this writing, some of their dishes include mussels marinara with linguine, pan roasted cod, and lobster diavolo.

Crispy Gai | $$

We love a good fried chicken place! Crispy Gai is known for their fried chicken, fried chicken sandwiches, and chicken wings. 

The Holy Donut | $$

The Holy Donut sells gourmet potato donuts. These donuts are unique because they include riced potato. Be sure to order a box while you’re in Portland!

Bite Into Maine | $$

You can find the Bite Into Maine food truck outside of Allagash Brewing Company. This is the place to go for lobster rolls! Their menu contains all different types of lobster rolls. We are especially fond of Connecticut-style lobster rolls, which are prepared hot with warm butter.

Eventide Oyster Company | $$$

The Eventide Oyster Company is one of the best seafood restaurants in Portland. They are especially known for their oysters on the half shell. They have over a dozen different kinds of oysters on their menu. We also hear they have a delicious brown butter lobster roll that we would love to try one day!

The Standard Baking Co. | $$

The Standard Baking Company is located in the Old Port district. They sell handmade breads, rolls, pastries, and more. It’s a good idea to pick up a few things here for a breakfast on the go the next morning.

While you’re in Portland, you should definitely check out a brewery! Portland is known for its many craft breweries. Below we’ve listed a few to check out.

Allagash Brewing Company

The Allagash Brewing Company is especially known for its Allagash White (a Belgian-style wheat beer).This Belgian-style brewery has guided tours, a taproom, and a gift shop. This craft brewery has an outdoor beer garden and there’s often a food truck with lobster rolls available. Be sure to check out their website for current hours of operation and food options!

Belleflower Brewing Company

Belleflower Brewing Company is one of Portland’s craft breweries. They are dog-friendly and child-friendly, so anyone is welcome to sit down and stay awhile.

Austin Street Brewery

Another popular brewery is Austin Street Brewery. With beers such as the BA Snowblower and the Industrial Park Ale, you can’t go wrong!

Batson River Brewing & Distillery

What’s better than a brewery? A brewery and a distillery! Enjoy craft cocktails and a cold brew at Batson River Brewing & Distillery. The brewery has an industrial/rustic decor, with a large stone fireplace perfect for a chilly evening. 

About Portland, Maine

Portland is home to lighthouses , beaches , and of course… lobste r! The downtown area of Portland, Maine, contains lots of craft breweries and trendy restaurants. (Fun fact: Portland actually has the most microbreweries per capita in the country!) Portland is a place where there are plenty of outdoor adventures at your fingertips, as well as a lot of artistic charm in the city. 

Portland is home to about 66,000 residents (2020 census). The city contains the closest transatlantic port to Europe. Portland was destroyed by fires twice in its early history, so the city flag contains a phoenix. Underneath the phoenix is the word “Resurgam”, which means “I arise.”

Also fun fact: Author Stephen King was born in Portland!

The city of Portland is located on the southern coast of the state of Maine. Portland overlooks Casco Bay .

If you’re flying to Portland, you’ll want to book airfare to Portland International Jetport (PWM). 

You can also take the train to Portland. The Downeaster Amtrak route has a stop at Portland. The full line goes from Brunswick, Maine (north of Portland) to Boston, Massachusetts (south of Portland). 

If you’re driving to Portland, the city is located conveniently off of I-95. It’s actually only a two-hour drive from Boston, which makes it an easy weekend getaway for Bostonians. Portland is about a three-hour drive from Acadia National Park.

Portland Maine Car Rental

If you’re flying into Portland, we definitely recommend that you rent a car. Many of the best things to see in Maine are only accessible by car. These include trailheads, parks, and beaches.

Nearby Activities

There are so many things to do while you’re visiting Marine. Here’s a few places you might want to consider adding to your itinerary!

Acadia National Park

Acadia National Park is easily one of the best national parks in the United States. With sweeping coastal views, thrilling hikes, and waves constantly crashing across the rocks, the park packs a lot of New England charm. Be sure to see our list of things to do in Acadia National Park . Some of our favorite places to visit at Acadia National Park are Sand Beach and the Beehive Hike . 

York’s Wild Kingdom

York’s Wild Kingdom is located about an hour south of Portland. The zoo is open seasonally and contains zoo animals, a butterfly kingdom, and an amusement park. It’s a great place to take the kids if you’re on a family vacation in Maine. Their zoo animals include lions, kangaroos, zebras, monkeys, camels, and more. Their amusement park contains a miniature golf course, a merry-go-round, a train, and more.

Old Orchard Beach Pier

The Old Orchard Beach Pier is located about a 30 minutes’ drive south of Portland. The pier extends 500 feet into the ocean and contains restaurants, bars, and shops on it. The pier first opened in 1898, so it’s definitely a place where you can catch a glimpse of Maine’s coastal history.

Palace Playland

Right next to the Old Orchard Beach Pier is Palace Playland, which is the only beachfront amusement park in New England. Palace Playland contains an arcade, food vendors, and rides. Some of the rides include a carousel, frog hopper, tea cups, a pirate ship, and a roller coaster.

Crescent Beach State Park

Crescent Beach State Park is located about 8 miles south of Portland. The park has excellent views of Cape Elizabeth. The crescent-shaped beach is approximately one mile long. This is an extremely popular beach during the summer, as it’s ideal for swimming, sun bathing, and boating.

Maine Wildlife Park

The Maine Wildlife Park is located about a 30 minutes’ drive north of Portland. The wildlife park contains many of Maine’s wild animals, including moose, black bears, and cougars. 

Coastal Maine Botanical Gardens

The Coastal Maine Botanical Gardens are located about a 1.5 hour drive north of Portland. At the time of this writing, advanced tickets are required and an adult ticket costs $22. The regular season is from May 1 through October 23, 2022. Some of the gardens include the following: Native Butterfly and Moth House, Dahlia Garden, Arbor Garden, Giles Rhododendron and Perennial Garden, Bibby and Harold Alfond Children’s Garden, Vayo Meditation Garden, and the Fairy House Village

Blueberry Picking

Maine produces the vast majority of blueberries for sale in the United States. Blueberry season typically lasts from late July to early September. There are also several blueberry festivals in Maine, including the Wilton Blueberry Festival and the Machias Blueberry Festival. You can also visit blueberry farms and pick your own!

Len Libby Candies

Have you ever wanted to see a life-size chocolate moose? Head over to Len Libby Candies! Their candy shop is filled with chocolates, caramels, and confections. 

Recommended Hotels

As a popular tourist destination, there are plenty of great accommodations in Portland, Maine! Here are a few to consider:

• The Press Hotel, Autograph Collection : Each room at The Press Hotel is styled to look like a writer’s office from the 1920s. This upscale hotel is located in the Old Port District. This is a hotel I would definitely want to experience!
• Blind Tiger: Another trendy hotel is the Blind Tiger. The rooms look like they are straight from a magazine! The hotel is located in the West End neighborhood of Portland.
• Best Bower: The Best Bower hotel is actually a renovated schoolhouse. The hotel has six rooms that share access to a beautiful courtyard.
• Portland Harbor Hotel: This hotel has been recently renovated. The rooms have a nautical theme, which is perfect for a trip to coastal Maine.

Weather Considerations

As a northern state, Maine’s summers are typically fairly comfortable while the winters can be pretty harsh. As you can see from our list of things to do in Portland, many things are available seasonally during the warmer months. For that reason, we recommend that you plan your visit anywhere from late spring through the fall. (Unless you want to engage in winter activities specifically!)

Portland, Maine, receives approximately 61 inches of annual snowfall each year and 49 inches of rainfall. The summer high temperature is typically around 79 degrees in July, and the winter low temperature is about 11 degrees in January.

We stopped in Portland on our road trip up through New England to Quebec. For me, the highlight of our day in Portland was having fresh lobster on the waterfront. I also loved exploring the downtown area and looking through the shops. After visiting Portland, we really enjoyed seeing Acadia National Park. We even saw a mama moose and baby moose on our drive north to Quebec!

Disclaimer: We always strive for content accuracy. Since the time of publishing, travel-related information regarding pricing, schedules, and hours may have changed. Please look up such information directly from each vendor or institution for the most current information.

Hi, I’m Kelly!

After studying abroad in Spain, I became passionate about international travel. Since then, I’ve traveled to 6 continents and 36 states within the United States. When I’m not travel blogging, you can find me hiking, reading books in Spanish, or playing cribbage. I hope my blog inspires you to see the world!

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The Portland Food Map is a great resource for all things food and drink in Portland, and signing up for Eat Drink Lucky will give you daily updates on food, drink and more in Portland and beyond. Check out Eat Drink Lucky's Portland Must Eat Dining Guide for their top picks in Maine's foodie capital.

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Opera Maine

Dedicated to producing creative, inspiring, and professional opera performances

Phone: (207) 879-7678; (207) 879-7678

Website: www.operamaine.org

Address: 225 Commercial Street , Portland

Longfellow Garden Club

The club maintains the Longfellow Garden and the Longfellow Arboretum.

Seacoast Helicopters

Helicopter aerial tours and Halfway Rock Lighthouse Tours

Phone: 603-373-8743, 1-800-SCHELOS

Website: www.seacoasthelos.com

Address: 1011 Westbrook St , Portland

Vivid Motion Inc.

Vivid Motion Inc. is a non-profit dance company in Portland formed by local dancers wanting to...

Phone: 207-450-6350

Website: www.vividmotion.org

Address: P.O. Box 1417, , Westbrook

ASAP Taxi is a 24hr radio dispatched taxi service. We provide safe and prompt transportation to all...

Phone: (207) 791-2727

Website: www.asaptaxi.net

Address: 7 Thompsons Point Rd , Portland

Summer Feet Cycling

24-year-old bicycle tour operator based in Portland.

Phone: (207) 232-9415, (866) 857-9544

Website: www.summerfeet.net

Address: PO Box 10822 , Portland

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Travelers from all U.S. states are able to travel to Maine without providing a negative COVID-19 test result or quarantining, unless otherwise determined by the Maine CDC. International travelers from approved countries will be subject to any federal requirements for travel.

Learn how our safe travel protocols are helping ensure everyone's visit is a safe one.

14 Top-Rated Tourist Attractions in Portland, ME

Written by Lura Seavey Updated Dec 25, 2023

Author Lura Seavey travels to Maine regularly throughout the year, with her most recent visit to Portland in September, 2022.

Portland is Maine's largest town, located on the southern coast along Casco Bay. Once named Machigonne by the native peoples, the region was developed in the early 17th century by British colonists and quickly became a major fishing and trade port.

Today, tourists can stroll the cobblestone streets of the Old Port neighborhood; explore the wharf, which is still buzzing with activity; or spend days enjoying the cultural attractions in the Arts District, including museums, galleries, performances, and antique shops.

There are plenty of things to do on the water as well, including sightseeing tours around the bay and the Calendar Islands, whale watching tours, and even fishing charters. Sports enthusiasts and families will also enjoy taking in a Portland Sea Dogs game, a AA team for the Boston Red Sox.

Plan your sightseeing and fun with our list of the top tourist attractions in Portland, Maine.

Portland's Old Port District & Commercial Street

Casco bay and the calendar islands, victoria mansion, eastern promenade, portland museum of art, children's museum & theatre of maine, crescent beach, portland observatory, maine narrow gauge railroad co and museum, portland head light & fort williams park, wadsworth longfellow house, fort allen park, southworth planetarium, international cryptozoology museum, portland, me - climate chart, map of portland, maine - tourist attractions.

Portland's Old Port district inhabits the heart of the city, a bustling downtown filled with things to do that has retained its ambience of an old seaport town. The waterfront area is where tourists will board Portland's many ferries, sightseeing cruises, and charters to the Calendar Islands and other destinations.

The wharf, which is located on Commercial Street, is just steps from the Old Port's cobblestone streets where you will find historic buildings, boutiques, restaurants, galleries , and other places to shop.

Portland sits on the edge of Casco Bay, home of the lovely Calendar Islands . Officially named the Casco Bay Islands, the nickname was bestowed as a result of their numbers - it has been said that there are so many islands here that you could visit a new one each day for a year. Although this is not quite true, there are plenty of both large and small islands to explore.

Several companies provide sightseeing tours to and around the islands, and there is a regular ferry service to Great Diamond Island, Peak's Island, Chebeague Island, Long Island, and Cliff Island.

Great Diamond Island is home to the former Fort Mckinley, and Long Island is known for its numerous nature trails and peaceful beaches.

Other island activities include golf on Chebeague Island and bicycling on many of the smaller, less populated locations on Cliff island .

The Victoria Mansion in Portland, also known as the Morse-Libby House, was built between 1858-60 and was designed by the well-known architect, Henry Austin. This Italian villa-style mansion was used as a summer home by New Orleans hotel tycoon Ruggles Sylvester Morse, and the home is a true expression of decadence in the pre-Civil War era in Portland.

The structure features numerous details, like decoratively painted walls and ceilings, rich textiles, wood carvings, detailed plasterwork, gilded surfaces, and a large stained glass skylight. Open as a museum since 1941, the home's contents have been preserved, including unique carpets, silver, porcelain, and other decorative items.

Address: 109 Danforth Street, Portland, Maine

Official site: victoriamansion.org

Starting in the Old Port district, the Eastern Promenade Trail follows the path of a railroad track along the waterfront at Back Cove and provides one of the city's most beautiful places to walk. The 2.1-mile trail, which actually consists of twin paths (one crushed stone, the other paved), meanders along the edge of the 68-acre Fort Allen Park.

From the main trail, many offshoots lead to other parts of the park, including uphill to excellent vantage points. The trail also leads to East End Beach, the city's only public beach and a favorite spot for locals to sunbathe, swim, and picnic.

There is also a boat launch here, as well as canoe and kayak racks for those arriving by water. Bicycles and leashed dogs are welcome, and there are restroom facilities at the beach and benches along the path.

The collection at the Portland Museum of Art features fine and decorative arts dating from the 1700s onward. The museum's collections focus on American and European paintings, and also include a variety of other media like sculpture, pottery, furniture, and other creations, housing more than 18,000 works. This includes 650-plus works by Winslow Homer, including oil paintings, etchings, and watercolor.

Those interested in visiting the nearby Winslow Homer House can purchase tickets at the museum. The museum is also home to the works of major artists including Cassat, Renoir, Monet, Degas, Picasso, and O'Keefe. It also hosts special exhibits, rotates its expansive collection regularly, and features spotlight exhibitions of Maine artists. The museum also offers family events and activities, as well as lectures and curator talks.

Address: Seven Congress Square, Portland, Maine

Official site: www.portlandmuseum.org

One of the top things to do in the city with younger kids and toddlers , Portland's children's museum reopened in 2021 in a newly built 30,000-square-foot facility. With more space, the exhibits and programs have expanded, but the mission remains the same: for visitors of all ages to learn about their world through dramatic role play, hands-on exploration, and immersive experiences.

The new facility is in a striking building overlooking the river, featuring three floors of interactive play and learning opportunities that will keep kids active for hours. Families are encouraged to play and discover together, or experiment with light, color, and water power.

An entire floor of the museum is dedicated to the Our Neighborhood exhibit, where children can play different roles and learn about some of the many ways of life that make Maine special. The space includes a farmers market, a fire truck, a train and station, a healthcare clinic, and a lobster boat. Lighthouse Cove is filled with activities especially designed for toddlers and infants.

An indoor climbing structure — Climb, Crawl, and Slide — is designed for all ages, with crawl-through spaces for toddlers and a birds' nest viewing tower for more adventurous climbers. The Dress Up Theatre includes costumes, so visitors can act out stories as well as see live performances. The airport has a luggage conveyor and a control tower with real-time live feed from the tower of Portland airport, across the river.

Address: 250 Thompson's Point Road, Portland, Maine

Official site: https://www.kitetails.org/

Part of Crescent Beach State Park, just south of the city on Cape Elizabeth, the mile-long Crescent Beach is surrounded by dunes and woodlands with its share of Maine's iconic rock-bound shoreline. Boardwalks lead to the beach through dunes covered in sea grass, giving the beach a secluded feel, while offshore, fishing boats bob in the water around a small island.

The gentle waves and relatively warm water make visiting the beach a popular thing to do for families , and the low outcrops of rock form tidal pools that are perfect for children to investigate. Lifeguards are on duty in the summer. The park has picnic areas, changing rooms, showers, and a refreshment kiosk. This picturesque park is popular year-round for walking, fishing, cross-country skiing, and beachcombing.

Address: Bowery Beach Road, Cape Elizabeth, Maine

The only remaining early maritime signal station in the United States, the Portland Observatory was built in 1807, so ship-owners could get early notice of their ships arriving in the harbor.

With a powerful telescope at the top of the 86-foot tower, ships could be spotted well before they could be seen from the harbor, as much as 30 miles out to sea. The enterprising former ship captain and observatory's builder, Lemuel Moody, charged shipowners a fee to signal them that their ship was about to land, so the owner could be at the docks ready to unload.

The Observatory was a working marine signal tower until 1923, when the two-way radio made it obsolete. The tower was restored in 1939 and reopened as a historic relic of the Age of Sail. It is on the National Register of Historic Places . Tours of the tower include plenty of time at the top to enjoy the view.

Address: 138 Congress Street, Portland, Maine

Official site: https://www.portlandlandmarks.org/observatory

The Maine Narrow Gauge Railroad Museum strives to preserve the history of the two-foot-gauge railway while educating the public, and is a great place to visit on a rainy day in Portland. The museum features several historic coaches, kids activities, and exhibits about the history of narrow-gauge railways.

The museum also operates a scenic train ride on the narrow-gauge line it maintains, a three-mile round trip that explores the Eastern Promenade. The train operates from May through October and is an excellent way to see Casco Bay and enjoy waterfront views. Knowledgeable guides provide commentary during the 35-minute trip, and are always happy to answer questions about anything from local history to wildlife.

Address: 58 Fore Street, Portland, Maine

Official site: www.mainenarrowgauge.org

Lighthouses are not only a literal landmark for boats, they have become an iconic symbol of Maine and are local landmarks for most coastal towns. Portland is no exception, home to several lighthouses that date back as far as 1871.

One of the most visited is Portland Head Light in Cape Elizabeth thanks to its excellent museum and stunning views of Casco Bay and Portland Harbor, as well as four additional area lighthouses.

The museum, housed in the former Keeper's Quarters, has a variety of exhibits about the history of lighthouses and lighthouse keeping, including a look at the ways in which technology has changed their operation. Items on display include Fresnel lenses, historic photos, documents, and other artifacts.

The museum also has exhibits and artifacts related to Fort Williams, which shares the promontory. Tourists can explore the historic fort buildings and enjoy recreational facilities at Fort Williams Park.

Address: 1000 Shore Road, Cape Elizabeth, Maine

Official site: www.portlandheadlight.com

The Wadsworth Longfellow House was completed in 1786, built by General Peleg Wadsworth, grandfather of renowned literary figure Henry Wadsworth Longfellow. The writer himself grew up here, and his sister occupied the home until her death in 1901.

She bequeathed the property to the Maine Historical Society, and it has been preserved with care, complete with nearly all of the original furniture and household items, both decorative and practical.

The home has been a National Historic Landmark since 1962, now a brick time capsule in the otherwise urban landscape of Commercial Street. Visitors will want to leave time for a stroll in the garden as well, laid out in a Colonial Revival style in 1926 by the Longfellow Garden Club.

Address: 489 Congress Street, Portland, Maine

Official site: www.mainehistory.org/house_overview.shtml

A beautiful spot for watching the passing boats, the 10-acre Fort Allen Park stands high above Casco Bay . It was originally built as a fort guarding the harbor during the Revolution in 1775, and was rebuilt in the War of 1812. Today it is a favorite for walking, picnics, and listening to the summer concerts in the bandstand. For early risers, it's a beautiful spot to watch the sunrise.

Several monuments are worth looking for in the park. Along with a Civil War monument, there is a cannon recovered from the USS Maine after it sank in the Havana harbor in 1898, and the restored main mast from the World War II cruiser USS Portland . A memorial in remembrance of the September 11th, 2001 terrorist attack is inscribed with the names of the seven Maine victims.

Address: Eastern Prom Boulevard, Portland, Maine

The Southworth Planetarium in the Science Building on the Portland Campus of the University of Southern Maine features a dome theater, where astronomy shows, educational lectures, and evening courses are held. There is a wide variety of planetarium shows offered, with presentations for the center's youngest visitors and exciting adventure shows that transport viewers to another world.

Traditional stargazing astronomy shows are offered, and the 360-degree screen is also used to take visitors to Mars, the Hubble telescope, and even a wild ride around our solar system. Other shows and classes explore topics like dinosaurs, meteorology, and the relationship between astronomy and mythology.

Address: 70 Falmouth Street, Portland, Maine

Official site: http://usm.maine.edu/planet

Both believers and skeptics will agree that Portland's International Cryptozoology Museum is the city's most unique attraction. In fact, it claims to be the only one of its kind in the world — a museum dedicated to the study of unknown or hidden animals.

Undoubtedly one of the more interesting things to do in Portland, the museum houses a combination of specimens, models, artistic impressions, documents, and personal accounts of various legendary creatures.

Among the most prized items on display are purported hair samples from elusive beasts, including the Abominable Snowman, bigfoot, and a Yowie. Additional exhibits explore the legends and evidence related to various creatures like lake monsters, thylacines, the Montauk Monster, and the Jersey Devil.

Address: 11 Avon Street, Portland, Maine

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The Maine Coast : There are several top-rated beaches near Portland , from the tourist-filled Old Orchard Beach to more laid-back spots along the coast. Old Orchard Beach is the most popular with tourists, a festive seaside town where you will find not only sunbathers but also a nostalgic maritime amusement park with a Ferris wheel, arcade games, and other attractions along the boardwalk.

Maine's Natural Wonders : Those who would like to experience Maine's natural side will enjoy visiting Acadia National Park on Mount Desert Island . The 46,000-acre park is home to a wide variety of wildlife thanks to its varied habitats, ranging from mountains to meadows and coastline to ponds. This is a popular camping area, which offers many things to do, from hiking to boating.

Historic Seaside Town : Sitting about an hours' drive south of Portland, Portsmouth, New Hampshire is a nearby town, which shares both the historical and cultural seaside charm. Portsmouth's origins are similar as an important port city for 17th-century colonists, and today it contains an entire neighborhood of historic homes and businesses which comprise the Strawbery Banke Museum . Other things to do include sightseeing tours by boat, shopping, and exploring the Portsmouth Harbor Trail.

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Ultimate Guide to the 35 Best Things to Do in Portland Maine

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Portland Maine has a 400-year history of European colonization, but it still doesn’t get the credit it deserves. This beautiful city has been a summer tourist destination for centuries, and its draw remains. If you plan on visiting — at any time of the year — here are all the best things to do in Portland Maine .

About Portland Maine & Its History

Portland Maine is the largest city in the state but has the charm of a classic seacoast town. This coastal area is a popular summer spot for tourists all over the Eastern Seaboard because it has access to beaches, forests, and many other landscapes in Southern Maine.

While the city is a congregation of a historic waterfront, art communities, coastal lighthouses, hole-in-the-wall pubs, top-chef restaurants, sidewalk performances, antique and art shops, and nightclubs, it retains a small-town feel.

Developing New England

Founded in 1623, Portland predates the American Revolution by more than a century and a half and was instrumental in the development of New England during that time. It also played an important role in isolated battles of the French and Indian Wars, the American Revolution, and the War of 1812. 

In addition, Portland was an important shipping port between Canada and the United States, as well as Europe. The Port of Portland remains essential to the city’s economy. As the second-largest port in New England, it’s a vital part of the commercial fishing and shipping industries.

Devastating Fires & Economic Crisis

Throughout its history, Portland has endured four devastating fires. The most famous was the Great Portland Fire of 1866, which destroyed a huge portion of the city and robbed 10,000 people of their homes. After this, the city adopted an official emblem depicting a phoenix rising from the ashes.

Throughout the latter half of the 20th century, Portland was in economic crisis, and its infrastructure was crumbling. During the 1990s, the city became the center of a revitalization effort that focused on updating old buildings for modern use. This included adding more hotels, restaurants, museums, retail outlets, and houses.

Modern-Day Portland Maine

Today, Portland is a popular tourist attraction known for its excellent restaurants, historic buildings, art galleries, and access to Southern Maine beaches and state parks. In recent years, it has gained a reputation as a “hipster” scene thanks to an emphasis on contemporary art and modern, locally-sourced restaurants.

The city has transformed its former seaport into a hub of retail and dining in a neighborhood now known as the Old Port. This is a popular spot for tourists and locals alike to walk and sightsee, especially since it features some of Portland’s oldest existing buildings.

Portland Beaches

On top of that, there are many beaches in and around Portland Maine, making it a popular summer destination for visitors from all over the region. The most popular are Old Orchard Beach, Scarborough Beach, Crescent Beach, and Willard Beach.

Even if you visit in August, Maine’s climate means that the water won’t necessarily be warm. Water temperatures remain fairly chilly throughout the year — between 49 and 62 degrees Fahrenheit from May to September, so swimming isn’t necessarily the most popular activity at Portland’s beaches.

Similarly, each beach offers a unique experience. Some are sandy and feature grass dunes, while others are pebble beaches or feature hundreds of tidal pools. They’re popular spots for walking and exploring, especially since you may find crabs, sand dollars, fish, and other animals during low tide.

Best Things to Do in Portland Maine

There is much to see and do depending on how much time you plan to spend in Portland. Between Maine shopping , exploring the Old Port, gourmet dining, historic tours, and boat rides, there is truly something for everyone to enjoy!

Experience the Old Port District

The Old Port district is known for its chic boutique shopping, renowned dining, and bustling nightlife. The shopping includes exquisite crafts from local artists and designers.

The charming Old Port is a successfully revitalized warehouse district with cobblestone streets, old brick buildings, and quaint fishing piers. Old bank and warehouse buildings have been transformed into shops, apartments, restaurants, and office spaces with original and unique architectural features.

Take a walk along Commercial Street and experience one of the few working waterfronts left in the United States. At night and on weekends, the Old Port comes alive with entertainment and nightlife at the many bars, brewpubs, and event spaces in the area.

Tour the International Cryptozoology Museum

Did you know the International Cryptozoology Museum in Portland is the only museum of its type in the world? This fascinating place is dedicated to legendary creatures such as Bigfoot, the Loch Ness Monster, the coelacanth, the Abominable Snowman, and other cryptids.

Whether you believe in them or not, it’s fun to learn about the lore that surrounds these creatures. Included in the exhibits are historical accounts from people who claim to have encountered them, as well as fossils, photos, and more fascinating artifacts.

Wander the Portland Museum of Art

The Portland Museum of Art is a fascinating place to visit. It’s the largest and oldest art institution in Maine and was designed by renowned architect I.M. Pei.

This avant-garde museum is all about creative expression that’s one-of-a-kind, so you’re likely to find art in media and concepts that you’ve never seen before. The exhibits here change regularly but feature everyone from classical artists to contemporary, local painters and sculptors.

Also, you’ll see some truly famous artists’ work displayed here, including Andy Warhol, Mary Cassatt, Edgar Degas, and Claude Monet. You might need 10 years to see all the work displayed here!

Burn Energy at the Children’s Museum & Theatre of Maine

Next door to the Portland Museum of Art is the Children’s Museum & Theatre of Maine, oriented for kids of all ages. The museum features vast diversions for kids, including a small park for toddlers, a cave and farm area, interactive science exhibits, a space shuttle, and Maddy’s Theatre.

TIP: It’s OK if you only bring the kids as an excuse to go!

Peruse More of the Arts District

Portland is known as a cultural hot spot for artists. The Arts District is located on much of Congress Street, toward the West End.

Here, you’ll find many art galleries, museums, theaters, and even the Maine College of Art & Design . The First Friday Art Walk occurs on the first Friday of every month. Local galleries and museums are open to the public with free food and drink.

Climb The Portland Observatory

Nautical buffs will enjoy a visit to The Portland Observatory on Munjoy Hill. Built in 1807, the observatory is the last wooden signal tower in North America. It’s also one of the few structures that survived the Great Fire of 1866 that devastated much of the city.

The observatory offers great views of Portland, Casco Bay, Back Cove, and Mt. Washington. It’s owned and operated by the City of Portland and Greater Portland Landmarks, who offer guided tours during the summer season.

Ride a Train at the Maine Narrow Gauge Railroad Co. & Museum

Train enthusiasts and history lovers will want to pay a visit to the Maine Narrow Gauge Railroad Co. & Museum. This museum pays homage to the history of the narrow gauge railroad system that played a vital role in Maine’s development in the 19th century.

These unique, extra-small trains and tracks made it possible to wind throughout Maine’s hilly terrain. You’re welcome to learn at the museum, view the exhibits, and even ride on a working historical train! During the holidays, you can find a working Polar Express train featuring Santa and Christmas music.

Explore The Eastern Promenade

Arguably, this is the most scenic point in the city of Portland with the island masses spread across the Casco Bay waters in view. The Eastern Prom, as its abbreviated reference, features a small park for the kids, a trail system with historic references, and the Maine Narrow Gauge Railroad. Concerts and fireworks for the 4th of July are centered here too.

Discover the Portland Trails Network

Portland may be the most heavily populated city in Maine, but the preservation of green space is always a goal tied to our Maine roots.

Portland Trails creates and maintains a network of trails extending about 80 miles. There are dozens of trails in the Greater Portland & Casco Bay region , some of which may surprise you in the Old Port district — including the Bayside Trail and Eastern Prom Trail.

Hit the Disco Scene at Bubba’s Sulky Lounge

Portland is known for its food, history, and natural beauty, but that doesn’t mean there’s no nightlife. Bubba’s Sulky Lounge is the place to be on weekends. This retro-style club brings you back to the dance scene of the late 60s and 70s with a light-up rainbow dance floor and colorful lights all around.

This is the place to go over the top, and you’ll find plenty of costume parties and fun events going on all year. Bubba’s has two dance floors and plenty to eat and drink, so come prepared for a good time!

Discover More Nightlife Spots

At night, Portland is bustling with locals and visitors who have come to enjoy the city’s nightlife. It’s full of sports bars, cocktail lounges, and nightclubs, offering something different for everyone whether you choose to sip a beer and enjoy the game, chat with old friends over cocktails in a wine bar, or dance to some of the hottest local DJs.

Watch a Performance at the Cross Insurance Arena

The Cross Insurance Arena in Portland’s Old Port is the hub of great events coming and going through Portland. Here, you can see all kinds of hip and relevant music performers and shows — the Black Keys, American Idol, Cirque du Soleil, the Maine Mariners, the Portland Pirates, and Disney on Ice.

Watch the Portland Sea Dogs Play

For sports enthusiasts, a Portland Sea Dogs baseball game is fun for the whole family. As the Minor League affiliate to the Boston Red Sox, Sea Dogs games draw fans of all ages to cheer on future big leaguers and watch some impressive baseball.

From late April to early September, tickets are extremely affordable, and there’s always something fun going on at Hadlock Field — from contests and giveaways to games and entertainment from Slugger the Sea Dog, the team’s mascot.

Former Sea Dogs players include Jacoby Ellsbury, Kevin Youkilis, Dustin Pedroia, and Kevin Millar. You may spot current Red Sox stars playing in a Sea Dogs game too, such as Dice K, as they rehab on their return to the Major Leagues.

Go on a Food Tour

In recent years, Portland has become a destination for foodies. Though the town is famous for its seafood, you can find cuisines of all kinds in this coastal paradise!

Maine Day Ventures offers culinary tours of the city, giving you the chance to hit up all the most unique and amazing eateries in Portland. It’s ideal if you’re only in town for a short time but would still like to experience all the culinary delight.

You can also choose to do a themed tour, hitting all the seafood restaurants on the Old Port Seafood Lovers Tour or the best watering holes on the It’s Happy Hour Time tour.

For beer lovers, Portland has the highest concentration of microbreweries in the country, with many offering tours and tastings. Maine Brew Cruise tours take you around the Portland breweries . It’s a fun way to let someone else drive while you drink in the scene and local craft brews.

Go on a Lobster Cruise

If there’s one thing that coastal Maine is known for, it’s lobster! If you’ve ever been curious about how lobsters are caught and prepared, you might enjoy a lobster cruise .

Lucky Catch Cruises offers tours that last for roughly 90 minutes. These give you the chance to hit the ocean with professional lobster fishermen to see how they trap Maine’s most famous seafood delicacy. You can even participate in hauling in the traps.

Do you prefer to sit back and observe? The scenery is unmissable, including the coastal seal rocks and historic lighthouses.

Hit the Beach

There are several beaches in and around Portland, each with its own unique features and offerings. Some include soft white sand, while others are rocky and full of tidal pools. No matter where you go, you can find something unique and fun to do at Portland’s beaches.

Some of the most popular include Willard Beach, Scarborough Beach, and Old Orchard Beach , which draws countless tourists every summer. Though the water can be extremely cold even in the summer, you’ll still find people flocking to the beaches to explore the tidal pools and relax in the sand.

Walk the Back Cove Trail

You won’t see big yachts in Back Cove, but the 3-mile Back Cove Trail surrounding the small body of water passes through parks, provides lovely scenic presentations, and is a great running, biking, and walking trail. The parks along Back Bay have baseball fields, tennis courts, picnic areas, playgrounds, and often events.

Relax at Deering Oaks Park

For peace and green spaces in Portland Maine, go to Deering Oaks Park, a short drive from the Old Port. It features a small pond at its center with a splendid water fountain, which looks lovely in the rising and falling sun.

In fall, Camp Sunshine lights up the park with thousands of Jack-o’-lanterns. In the winter months, the frozen pond is open for free public ice skating .

More Things to Do Near Portland Maine

Have some fun at palace playland.

Located just down the road from Portland is Palace Playland in Old Orchard Beach, one of the best beachside amusement parks in Southern Maine. It’s also home to the largest arcade in the state — at a grand total of 20,000 square feet — and one of the largest in New England!

The 5-acre park features more than 28 outdoor rides, including a carousel, drop zone, teacups, and much more. There are also rides for young kids so that everyone can enjoy the rides regardless of age. Palace Playland is open late every night, with a weekly fireworks show over the ocean every Thursday!

Explore the Lighthouses in the Area

No trip to Maine is complete without visiting an  authentic Lighthouse , and Portland has many to choose from. Portland Head Light is one of the premier lighthouses in America and also one of the oldest, commissioned in 1791 by George Washington.

The tower is located in Fort Williams Park, a popular location for picnics, hiking, relaxing in the park, or visiting the museum built in the former keeper’s quarters.

From Portland Head Light, you can view Ram Island Ledge, a 77-foot granite conical tower a few miles offshore. Spring Point Ledge resides on the west channel of Portland Harbor and is popular among visitors who can walk the breakwater rocks to the 54-foot cast-iron tower.

Portland Breakwater Light, called Bug Light by locals, guides ships from Casco Bay into Portland Harbor. If you have time, head down to Cape Elizabeth to visit Two Lights State Park , named for twin lighthouses located at the end of Two Lights Rd. They were the first twin lighthouses built on the Maine coast.

See More of Fort Williams Park

In Cape Elizabeth, Fort Williams Park is one of Maine’s most beautiful parks, with the centerpiece of Portland Head Light, Maine’s oldest lighthouse. Here, you’ll find acres of green lawn that sweep toward the ocean, perfect for picnicking or tossing a Frisbee.

Fort Williams is an engaging place to bring the kids for fresh air, learn some history, or simply enjoy the quiet view of the sea. There’s also a small beach, picnic areas, and tennis and basketball courts.

Visit Peaks Island & Other Islands

Many of Casco Bay’s islands bring you into a seemingly different world in stark contrast to the culture, city hotels, and cobblestone streets you left behind in the city. Many of them serve as summer destinations and day trip excursions for scenic bike rides, nature walks, or beach visits.

Peaks Island is located just off the coast of Maine a few miles from Portland. This small island is a popular spot for outdoor sports enthusiasts of all kinds.

The untamed island can be explored via hiking, kayaking, or cycling, and there are many state parks and beaches. Alternatively, tour some of the historic lighthouses or military bunkers.

If history or hiking isn’t your thing, don’t worry — the island is also home to some amazing restaurants and shopping, so there’s something for everyone to enjoy. Also, Stream Reggae at Jones Landing is a very popular afternoon of music, dancing, and drinks.

Getting to the Casco Bay Islands

You’ll have to take a ferry across the bay to get there. Casco Bay Lines located in Portland Harbor can take you to beautiful nearby islands for day trips or sunset cruises. The ferries run year-round and travel to Peaks Island, Little Diamond Island, Great Diamond Island, Diamond Cove, Long Island, Chebeague Island, Cliff Island, and Bailey Island.

All of these islands offer something different, from scenic hiking and biking trails to small beaches and ocean-view dining. There’s lodging on these Casco Bay islands, and from Portland Harbor, you can explore the sea on private sailing charters or on beautiful sunset and sunrise cruises.

Admire the Coastal Maine Botanical Gardens

In a state full of natural beauty, it seems strange to go to man-made gardens. But, the Coastal Maine Botanical Gardens are truly impressive, featuring more than 300 acres of stunning cultivated land.

The grounds include a Native Butterfly and Moth House, as well as the Harold Alfond Children’s Garden. As you wander the grounds, you’ll also find a fairy garden, a garden dedicated to the five senses, a bee exhibit, a meditation garden, and much more.

Portland Maine Events to Attend

First friday art walk.

Every first Friday of the month, the sidewalks along the Art District and Old Port turn into a bazaar of locally crafted items, Maine art, and live musical and dance performances. Art galleries and studios open their doors for free exhibitions, as well as wine tastings and snacks.

The First Friday after Christmas marks the most marvelous First Friday event as trees and buildings are adorned with lights, and parts of the Art District, including Congress St, are blocked off for pedestrians to walk freely through the streets of Portland.

Victoria Mansion at Christmas

During the holidays, Victoria Mansion is decorated in classic holiday splendor with tours of this gracious historic 1858 pre-Civil War home. You can tour Victoria Mansion year-round, or rent it for posh private parties on Danforth St in Portland.

Where to Eat in Portland Maine

Even if you only have one day in Portland, dining at a world-renowned restaurant is a must. Portland was voted America’s Foodiest Small Town by Bon Appetit Magazine for its many different restaurants, each serving up unique and delicious plates for your tasting pleasure.

Portland restaurants have everything from fresh seafood, raw oyster bars, and mouthwatering lobster to Italian, Irish, Asian, and Mexican cuisine. Dine by the water at several choice restaurants, including DiMillos floating restaurant

Or, go to one of the smaller, charming Old Port settings with exposed brick walls, high ceilings, and windows. There are also more modern eateries to check out.

Leeward is a brand new fixture on the Portland Maine restaurant scene, having opened its doors in 2020. But, it’s already on its way to making a name for itself. In 2022, it was nominated for a national award as Best New Restaurant by the James Beard Foundation.

This upscale Italian-inspired eatery features deliciously fresh pasta dishes, local morels and squash blossoms, seafood, and other delicate bites that are sure to leave you intrigued but satisfied.

Crispy Gài is a Thai-inspired casual eatery in Portland Maine. This trendy restaurant has styled itself as an ally to marginalized communities and does a monthly donation as a gesture of goodwill. The menu features delicious dinner and brunch items influenced by the cuisine of Bangkok.

You’ll find fried chicken, curry, fried oyster mushrooms, and other delicious eats here, as well as signature cocktails fusing American cocktail culture with classic Thai flavors like pineapple, coconut, and lemongrass.

Terlingua, as the name implies, is all about the meat. This combination deli, butcher, and barbecue restaurant offers all kinds of fresh meat dishes sourced from local farmers.

If you want to stop in for a full meal, you’ll find shared plates as well as freshly made brisket, carnitas, chili, and more. Alternatively, you can simply order the freshest cuts of the day for eating in the store or at home! Meat and barbecue lovers will want to put this Portland restaurant on their lists.

Everyone knows that Portland is the place to get some of the best seafood you can find anywhere in the United States. Scales is one of the best, and it’s definitely worth a visit if you’re looking for some delicious fish, lobster, oysters, mussels, or other delicacies.

The menu here rotates seasonally to ensure that you’re served only the freshest, most scrumptious seafood and produce. Scales also has a raw bar where you’ll find freshly caught oysters and clams on the half shell, as well as kingfish and tuna crudo, tuna tartare, and halibut ceviche.

Izakaya Minato

Izakaya Minato is the place in Portland to find high-end Japanese cuisine. This elegant restaurant combines the tradition of izakaya cooking with fresh, seasonal Maine ingredients.

You’ll find menu classics such as Japanese grilled chicken, grilled fish, sashimi, and more. If you aren’t familiar with Japanese fare, you can ask for the chef’s choice.

In addition to these delicious menu options, you’ll find a full bar with a wide selection of craft beer, sake, and Japanese whiskey options. All this makes it possible to enjoy the unique fusion of Japan and coastal Maine!

Where to Stay in Portland Maine

There are plenty of affordable lodging options in Portland , including chain hotels, quaint bed and breakfasts , and renowned historic inns . In nearby South Portland, the Maine Mall and Portland Jetport also have convenient lodging.

If you are feeling adventurous, you can stay on a Portland island for a night, arriving and departing by boat. Whether visiting for a day, a week, or longer, you’ll never run out of things to do, see, and eat in Portland!

The Francis

The Francis is one of the most luxurious resorts you’ll find in Portland and is located in a charming, historical mansion in the Parkside neighborhood. Though it has only been open since 2017, the hotel is a tribute to the late 19th century and the man who designed much of Portland’s original buildings.

The hotel was renovated in the 2010s to update its infrastructure and utilities. Now, it features 15 custom suites, each with its own unique decor.

Portland Harbor Hotel

The Portland Harbor Hotel is located in the Old Port District. This upscale resort features newly-renovated rooms and suites overlooking the harbor.

When you’re staying here, you’ll know that you’re by the ocean, from the design of the rooms to the fresh cuisine in the adjoining restaurant to the view out your window.

On the other hand, you can opt for a garden view room, which offers charming outlooks over the surrounding grounds with glimpses of the harbor and the city.

Blind Tiger

So how does a hotel get a name like Blind Tiger? During Prohibition, the term was slang for an illegal establishment that served alcohol, like the building that is now the Blind Tiger Hotel.

However, this historic Portland building has been around for much longer than that. In fact, it was first built in the 1820s! It remains meticulously preserved, with renovations completed in 2020.

Today, the hotel features luxurious rooms for guests, paying homage to the building’s history as part of Portland for two centuries.

The Carriage House

If you prefer to find a vacation rental during your stay in Portland Maine, there are plenty of great ones to be had! The Carriage House at Libbytown is one of the most highly rated vacation rentals in the city.

This charming guesthouse offers access to a full studio apartment, including two beds and a shared bathroom. It’s just 2 miles from most of Portland’s best attractions, so you can access the city or the beach in mere minutes.

Wolfe’s Neck Oceanfront Camping

If you would rather camp than stay in a hotel, Portland is the perfect place to be! There are countless campgrounds all around Southern Maine, many of them right along the beach.

One of the best is Wolfe’s Neck Oceanfront Camping. This campground offers every experience imaginable, from rustic traditional tent stays to rental cabins and glamping.

While you’re here, enjoy the many amenities along the Atlantic Ocean. Each campsite offers a unique experience, whether you’re looking for a combination of beach and forest, forest and farm, or a quiet cove.

Experience More Things to Do in Portland Maine

When you go to Portland Maine, you’ll quickly realize the hundreds of years of history that are evident in the buildings and the streets.

What sets it apart from most cities, like nearby Boston or Manchester, is that it still retains a small-town atmosphere. It’s quite walkable and friendly, reminding you that you’re not in a place surrounded by strangers but are among friends you haven’t met yet.

And, you even feel a sense of safety walking the streets at night. Don’t be surprised if you happen upon a friendly conversation while dining out at one of Portland’s restaurants.

Whether it’s the beach life, the history, the food, or something else entirely, Portland just keeps bringing people back. And, with all the amazing things to do in Portland Maine, it isn’t hard to see why!

The VisitMaine.Net team is the small team of authors and editors that research and write our in-depth guides throughout the site and update past articles to make sure they're still super valuable to you. We have one goal: to help you fall more in love with the state of Maine!

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Bubbas Sulky lounge isn’t a place I would visit and I am a life long resident.

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The 15 Best Things to Do in Portland, Maine

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Portland is Maine ‘s largest city, and at one point in the state’s history, it was also its capital. While that honor now belongs to Augusta, Portland remains one of the most culturally rich and exciting places to visit in New England.

This port city sits on a peninsula that extends into Casco Bay, and you can see evidence of its maritime past everywhere you go. The Old Port still has a working waterfront where you can see the day’s catch being unloaded and then brought into warehouses dating back to the 19th century!

Downtown Portland retains much of its Victorian-era architecture, and you can explore it all on foot or via one of the city’s many public transportation options. Between those gorgeous old buildings are modern shops, amazing restaurants , green parks, and public art displays.

You’ll also find natural attractions on and off the coast of Portland, such as Peaks Island, Cape Elizabeth, and a few state parks. And, of course, no visit to Portland would be complete without taking a lobster boat tour or indulging in some of the city’s world-famous seafood!

With so many things to do in this New England charmer, it’s hard to know where to begin! So we compiled a list of the best things to do in Portland whether you’re looking for outdoor adventure, cultural experiences, or just some good old-fashioned fun. 

Stick to these fun and unique Portland, Maine, bucket list recommendations, and there’s no doubt you’ll have an amazing time exploring this unique corner of the US!

Don’t forget to check out our web story: The 15 Best Things to Do in Portland, Maine

Disclaimer: This post may contain affiliate links. If you make a purchase or booking through one of our links we may earn a small commission (don’t worry, it’s at no extra cost to you).

15 Fun and Unique Things to Do in Portland, Maine 

1. explore the cobblestone streets of old port.

The Old Port is, without a doubt, the beating heart of the city. You can feel Portland’s past come to life as you stroll down the historic cobblestone streets lined with charming 18th- and 19th-century buildings that now house an array of trendy restaurants, cafes, bars, and boutiques.

The key to exploring Old Port is acquainting yourself with its main streets. Commercial Street is right next to the water and where you can see all the mid-1850s Greek Revival warehouse buildings. Wharf Street is the original edge of Old Port’s harbor and still has some authentic cobblestones from ship ballasts back in its day.

Then, walk along Silver Street or Market Street until you reach Middle Street. The areas where these streets meet have been designated a National Historic District. For instance, both sides of Middle Street are lined with beautiful Victorian Commercial architecture.

Along Congress Street is Henry Wadsworth Longfellow’s boyhood home, which you can now enter as a museum. There are also several parks around this area, such as Post Office Park and Tommy’s Park.

Finally, head to Exchange Street where most of the action is. It’s full of boutique shops, cute cafes, bookstores, art stores, and historic architecture!

Book an Old Port Seafood Lovers Tour

2. Sip Your Way Through Portland’s Breweries

Portland, Maine, is a city that takes its beer seriously. Dubbed “ America’s best beer city ” by several publications, the small port town has over 15 breweries, many of which are clustered in the downtown area. That may not sound like much, but for a city with a population of less than 70,000, that’s a lot of beer!

If you’re looking to explore Portland’s breweries, the best place to start is at Allagash Brewing Company over at Industrial Way. Founded in 1995, Allagash was one of the first breweries in Maine and specializes in Belgian-style beers. They offer free tours of their facility, which include a look at the brewing process, a walk through the yeast room, and free tastings.

If you’re more of a hophead, check out Shipyard Brewing Company or Austin Street Brewery . And if you’re looking for something a little more unique, Rising Tide Brewing Company offers beers made with local ingredients like blueberries and plums.

No matter what your taste in beer may be, Portland is sure to have something to quench your thirst. So next time you find yourself in Maine, be sure to check out Portland’s incredible beer scene!

Book a Portland Brewery Bus Tour

3. Visit the Portland Museum of Art

Founded in 1882, the Portland Museum of Art is one of the oldest and largest art museums in the state of Maine. According to their website, it would take you nearly 10 years packed with gallery rotations to see every single piece in their extensive collection!

Highlights of the museum’s permanent collections include European, American, and contemporary paintings, pottery, silverware, sculptures, sketches, and photos. There are also works by Maine artists on display, as well as pieces by some of art’s greatest like Claude Monet, Andy Warhol, and Winslow Homer.

In addition to its impressive collections, the Portland Museum of Art also offers a variety of educational programs and events throughout the year. Check their website for current activities like curator talks, movie showings, and family-friendly art-making workshops. You can also buy tickets to Homer’s actual seaside home here!

4. Marvel at the Pre-Civil War Beauty of Victoria Mansion

Built between 1858 and 1860, Victoria Mansion is a historic house museum that’s often considered one of the best-preserved examples of pre-Civil War architecture in the United States. The building is a gorgeous example of Italianate style, complete with a mansard roof, ironwork balcony, and decorative cornices.

But it’s not just the exterior of Victoria Mansion that’s beautiful. The interior is just as stunning, with hand-painted murals, imported marble fireplaces, and intricately carved woodwork. Ninety percent of the original furnishings are still on display, making it easy to imagine what life was like for the original occupants of the mansion.

You can visit Victoria Mansion from May 1 to October 31 every year, during which it’s open seven days a week. It’s located in Downtown Portland, a half-mile south of Old Port, so you can easily add it to your Portland itinerary if you’re spending a day exploring the area.

5. Relax Like a Local at the Eastern Promenade

Portland is filled with public parks of all sizes, but none is quite as beloved as the Eastern Promenade. This 68-acre park sits right on the waterfront, making it one of the most beautiful sections of the city and one of the top Portland attractions.

The Eastern Promenade is perfect for a leisurely stroll or picnic lunch, with hiking and walking trails, several sports courts, playgrounds, and peaceful grassy areas where you can relax. If you’re pressed for time, head straight for the Eastern Promenade Trail, which starts in Old Port.

The trail was an old railway line, so it’s easy to follow and takes you right through the park’s heart. It will lead you to Fort Allen Park and its lovely shoreline, plus a grassy hill you can climb for unbeatable views of the city and harbor. 

From there, it’s just a short walk to East End Beach, where you can go swimming or sunbathe on the sand.

6. See Portland’s Lighthouses in Cape Elizabeth

A day trip to Cape Elizabeth should be on any Portland sightseeing itinerary. Sitting nine miles south of the city, Cape Elizabeth is home to beautiful parks, a quiet beach, and two of Portland’s most famous lighthouses.

The first is the Two Lights lighthouse, prominently featured in Edward Hopper’s well-known painting The Lighthouse at Two Lights . It’s amazing to see the painting come to life and the views from here are simply stunning!

The other must-see lighthouse is Portland Head Light at Fort Williams Park, Maine’s oldest lighthouse. Commissioned by George Washington in the 1770s, this beautiful structure has been guiding ships into Portland Harbor for over 200 years.

Be sure to pack your swimsuit and a picnic lunch for your Cape Elizabeth trip. It’s also home to Crescent Beach State Park and its one-mile-long beach where you can swim, tan, spread your lunch on one of the picnic tables, or grab a bite at the snack bar.

7. Climb to the Top of the Portland Observatory

If you want a bird’s-eye view of Portland, visiting the Portland Observatory is one of the coolest things to do in Portland, Maine. This 86-foot-high octagonal tower was built in 1807 and is the last remaining maritime signal tower in the United States.

The Portland Observatory is located on Congress Street near Old Port and is open to the public from late May to early October. You can join a guided observatory tour, which lasts 45 minutes and gives you access to the top of the tower via a set of long, winding stairs. 

There’s no elevator going up, so it’s a bit of a workout, but the views of Portland from the top are truly unforgettable!

8. Hop on a Ferry to Peaks Island

Portland is surrounded by a cluster of small islands, and one of the best ways to explore them is by hopping on a ferry. The most popular island destination is Peaks Island, which is only 17 minutes away from Portland by boat or ferry.

Once you’re on Peaks Island, you can explore its many shops and galleries, relax on the beach, or rent a golf cart (one of the island’s main transportation methods) to get around. There are also several restaurants and cafes where you can grab a bite, plus a handful of small museums and art galleries.

Tip: Try to go as early as you can! The island gets crowded during peak season, and there are only a limited number of golf carts available for rent, so it’s best to get there early to snag one.

9. Go Island Hopping in Casco Bay

Casco Bay is actually made of several islands, and six of them are open to visitors all year long. One of them is Peaks Island, the nearest and most-developed island, but the others are also worth exploring.

Cliff Island is the smallest out of the six, and only 60 people call this tiny island home. While you can access it by ferry, do note that all roads on Cliff Island are unpaved. Be prepared to hike and walk all over the place!

Chebeague Island features the type of landscape that Maine is so famous for. Think rocky shorelines fringed by thick forests. It’s a beautiful place to go hiking or kayaking, but its history is also interesting. Chebeague Island used to be a hotspot for stone sloopers, aka men that used to quarry and ship granite from the island.

After Peaks Island, Great Diamond Island is the second most touristy one. While there are still no cars allowed here, it has tennis courts, a bowling alley, a museum, and even its own inn with restaurants and guided activities. You can also find the historic Fort McKinley on Great Diamond Island.

You have several options for sailing the Casco Bay. You can ride the Mailboat Run , a ferry that delivers mail to the different islands, or you can join one of the other ferry tours offered by Casco Bay Lines , such as the Diamond Pass Run, which goes to both Great Diamond and Peaks Island. While these islands are open all year long, we suggest timing your visit during early fall to avoid the crowds and the heat.

Book a Cruise on Casco Bay

10. Grab Local Goodies at the Portland Farmers’ Market

Visiting the Portland Farmers’ Market is one of the top things to do in Portland, whether you’re a foodie, a gardening enthusiast, or just looking for unique gifts and souvenirs. This weekly market is held at Deering Oaks Park from May to November on Wednesdays and Saturdays from 7 am to 1 pm.

Over 40 of Maine’s top farmers and food producers set up shop here, so it’s the perfect place to sample and shop for local delights like wild berries, fresh seafood and oysters, artisan cheeses, maple syrup, and even seedlings, flowers, and plants. Do note that the market only accepts cash, but we think it’s cool how you can also use food stamps here!

Winter doesn’t stop the Portland Farmers’ Market, though. From December to April, it becomes the Portland Winter Farmers’ Market and moves indoors to the Maine Girls Academy Gymnasium. The exact location may change, so remember to check the website for updates before you go.

11. See Portland’s Creative Side at the Arts District

The Portland Museum of Art is only a small taste of how rich Portland’s art scene is. The city’s aptly named Arts District has the highest concentration of galleries, museums, and performing arts venues and is packed with some of the coolest things to do in Portland, Maine!

If you’re traveling with family and kids, don’t miss the Children’s Museum & Theatre of Maine . This museum is huge at 30,000 square feet, and it’s loaded with interactive exhibits like a mini bank, shipyard, market, and even a pirate boat.

The International Cryptozoology Museum is filled with fascinating (and kind of creepy!) displays of animals that may or may not exist, such as the Loch Ness Monster and Bigfoot.

Learn about Portland’s interesting past at the Maine Historical Society , which traces Maine’s roots as far back as the European settlers all the way to the present. Finish your Portland Arts District museum adventure with a stop at the Wadsworth-Longfellow House, the childhood home of one of America’s first poets.

Book a Women’s History Walking Tour

12. Eat as Much Fresh Lobster as You Can

One of the coolest things to do in Portland is to try as many different lobster dishes as you can find. Everything is so unbelievably fresh!

For starters, go to Eventide Oyster Co. and start off with a couple of brown butter lobster rolls to fuel up for a day of exploring. If you’re still hungry, order a lobster bake at Boone’s Fish House & Oyster Room , plus a lobster Bloody Mary to round off the meal. 

Portland institution DiMillo’s on the Water serves up a mean lobster mac and cheese we’re still dreaming of, and Highroller Lobster Co. over on Exchange Street is known for its lobster cheese crisp tacos and lobster rolls! For something more traditional, go to the Portland Pier and order a bowl of lobster stew at J’s Oyster . 

Hunt down Portland’s food trucks for even more lobster goodness! Bite Into Maine is an unmissable truck for lobster rolls, lobster bisque, and lobster BLTs.

13. Follow the Portland Freedom Trail

Walk along the footsteps of some of the bravest Portland residents of all time, the African American Mainers who fought for their freedom and were in the vanguard of the anti-slavery movement during the 19th century.

The Freedom Trail honors these important people in Portland’s history and is a must-do for anyone visiting the city. Start your journey at the Visitors’ Center to pick up a map, then follow the two-mile self-guided tour through some of downtown Portland’s oldest and most historic neighborhoods.

Some of the key stops on the trail are the Mariners’ Church, which once held an anti-slavery bookshop, and the Abyssinian Meeting House, the third-oldest African American meeting house still standing in the United States.

14. Explore the Trendy Streets of Munjoy Hill

Munjoy Hill is one of Portland’s most interesting neighborhoods, with a long and colorful history dating back to the 1630s, when it was one of the first areas in the city to be settled.

Nowadays, Munjoy Hill is a trendy neighborhood known for its stunning hilltop views of the city, busy parks, and great restaurants and cafes. It’s got a youthful energy thanks to all the startups and creative businesses that have set up shop here. This also means you’ll never run out of things to do if you’re staying in or near Munjoy Hill!

Check out the Maine Narrow Gauge Railroad Co. and Museum , which offers rides on vintage trains as part of its mission to preserve Maine’s railroading heritage. Several top Portland attractions, such as the Portland Observatory and the Eastern Promenade, are located near Munjoy Hill, so you can easily tick a few more things off your Portland bucket list while you’re here.

While Munjoy Hill’s dining spots may not be as flashy or iconic as those in downtown or Old Port, the eateries here are what foodie dreams are made of! 

Join locals lining up for coffee at Hilltop Coffee Shop , then have brunch at one of the city’s best-kept secrets, The Front Room . After that, spend some time at Munjoy Hill’s eclectic entertainment spots, like the St. Lawrence Arts Center housed inside an 1897 Congregationalist church!

15. Try Portland’s Iconic Dishes and Snacks

Portland is the culinary darling of Maine, and lobster is just the beginning! You can dedicate an entire trip to eating your way through Portland and still not scratch the surface.

Whether you’re in town for a day or a week, there are some dishes you just shouldn’t miss. That includes Holy Donut ‘s maple bacon donut, which should come with a health warning because it’s so rich and addictive! Maine’s Whoopie Pie is practically a state snack, and when you’re in Portland, you must try one from Two Fat Cats Bakery .

Scallops are another Portland specialty, and you can find some of the best at Street and Co. over on Wharf Street. Gilbert’s Chowder House is the place to go for clam chowder, while Standard Baking Co. is where you’ll find the best sticky bun in town.

And, of course, no trip to Portland would be complete without a plate of poutine from Duckfat or some wood oven-roasted Maine mussels from Fore Street . With so many incredible things to eat in Portland, you’ll be planning your return trip before you even leave!

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There you have it! The 15 best things to do in Portland, Maine. What’s your favorite thing to do in Portland?

Planning a trip to Maine? Check out our favorite books and travel guides!

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Jamie Delos Reyes is a book addict turned career writer and SEO content marketing geek. She's a freelance content writer, editor, and content manager who thinks no topic is boring - it's always fun to learn new stuff! She loves traveling, meeting new humans and hearing their stories, and tasting her way through the planet's kaleidoscope of flavors. The only thing better than traveling? Writing all about it! Her ultimate dream is to go on a cross-country road trip with her three spoiled dogs.

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10 Of The Most Unique Places To Visit In Maine

• The Portland Observatory is a historic octagonal observatory offering stunning 360-degree views of Portland and Casco Bay from 86 feet up Munjoy Hill.
• The Maine Mineral & Gem Museum showcases a world-class collection of gems, minerals, and fossils, offering hands-on gem-finding experiences and guided tours.
• The Whaleback Shell Midden is a fascinating archaeological site along the Damariscotta River, containing ancient oyster shells and Native American artifacts.

Maine is a beautiful state known for its rocky coastline, lush forests, and quaint seaside towns. But beyond the expected lighthouses and lobster shacks, there are many unique and fascinating places to explore. From a hilltop observatory to a museum dedicated to gems and minerals, Maine has no shortage of one-of-a-kind attractions.

These ten unique destinations showcase the diversity of experiences available in Maine . Whether interested in art, nature, science, or history, visitors will find something in Maine to spark their curiosity. Keep reading to learn more about 10 of Maine's most unique places to visit.

RELATED: These Are The 12 Most Beautiful Towns In Maine You Should Visit

Portland Observatory: Ascend for Historic Views

Historic octagonal observatory offering stunning 360-degree views over portland from 86 feet up.

Perched on Munjoy Hill in Portland, the 86-foot-tall Portland Observatory, built in 1807, stands as the last historic maritime signal station in the U.S. Visitors can ascend 103 steps to enjoy 360-degree views of Portland, Casco Bay, and islands, extending up to 17.1 km on clear days. Originally used to spot incoming ships, the observatory's flags and spheres communicated vital information to the town. Today, it features an exhibit on maritime signaling history. Binoculars offer close-up waterfront views, with late fall and early spring offering the best panoramas once leaves have fallen. The observatory provides a unique perspective on the city's historic architecture and neighborhoods, a treat for Stephenson fans.

• Location : Munjoy Hill in Portland
• Best times to visit : May through October for views unobstructed by leaves
• Recommended packing lis t: Camera, binoculars, jacket for windy days

Maine Mineral & Gem Museum: Geological Wonders Await

World-class museum with extensive exhibits and collections of exquisite gems, minerals, fossils, and more.

Located in western Maine's mountains, the Maine Mineral and Gem Museum showcases a dazzling array of global gems, minerals, and fossils. Visitors can admire diamonds, rubies, and geodes while the Rainbow Room gleams with fluorescent minerals. Educational exhibits cover geology topics, and themed collections provide further intrigue.

Hands-on gem-finding experiences and guided tours make it a must-visit destination for geological enthusiasts. During winter, travelers can explore Bethel, which transforms into a scenic wonderland during the season.

• Location : Bethel
• Best times to visit : Year-round
• Recommended packing list : Camera, hiking shoes if exploring mining sites

Whaleback Shell Midden: Unearthing Ancient Artifacts

Fascinating archaeological site containing millennia-old discarded oyster shells left by native americans.

Nestled along the Damariscotta River's shores, the Whaleback Shell Midden is a historical accumulation of oyster shells left by indigenous communities spanning 2,200 years. Near the region's oldest oyster shell heap , it once towered 50 feet high and spanned 240 feet. Now a National Historic Landmark, it reveals Maine's ancient past. Archaeologists have unearthed pottery shards, stone and bone tools, and Native American artifacts with punctured shells indicating oyster consumption. The midden's vast size suggests prolonged Native American presence by the oyster-rich river. Visitors can follow an interpretive loop trail, learning about the area's archaeology and ecology while protecting its fragility. During low tide, the adjacent mudflats offer excellent birdwatching opportunities.

• Location : Damariscotta
• Best times to visit : Late spring through fall for accessibility
• Recommended packing list : Sturdy shoes, water, sun protection

Owl's Head Transportation Museum: Vintage Wheels Roar to Life

Massive and diverse collection of classic cars, motorcycles, planes, and more for vehicle enthusiasts.

The Owl's Head Transportation Museum offers a captivating journey through transportation history, featuring over 150 automobiles, 50 aircraft, and 25 carriages from the late 1800s. Vintage Harley Davidson motorcycles, a Model T Ford, and a Ford Tri-Motor plane are among the standout exhibits. Operational antique vehicles are showcased during special events, illustrating the evolution of transportation and its broader societal impact. The museum also hosts live plane demonstrations on an active runway, making it a must-visit destination for car and aviation enthusiasts alike.

• Location: Owl's Head
• Best times to visit : Weekends when vehicles are active
• Recommended packing list : Sturdy shoes for walking on gravel

RELATED: Visit Maine's Wiggly Bridge: The Smallest In The World

Maine Maritime Museum: Dive into Nautical Heritage

Discover and immerse yourself in maine's rich maritime history and seafaring culture at this expansive museum.

A dream destination for ship lovers, the Maine Maritime Museum in Bath immerses visitors in the state's profound maritime heritage. Exhibits showcase Maine's fishing and shipbuilding legacy, with artifacts such as boat models and navigation equipment. The fully restored Percy & Small Shipyard offers insight into 1800s wooden boat construction. Historic vessels like the schooner Sherman Zwicker and tugboat Sequin can be explored, and on select days, they sail down the Kennebec River. Visitors can also join workboat rides to experience Maine's maritime life. The museum offers a deep dive into Maine's enduring naval culture.

• Location : Bath
• Best times to visit : Weekends when boat demonstrations occur
• Recommended packing list : Comfortable walking shoes, light jacket

Desert of Maine: Discover an Unearthly Terrain

Explore the unique 40-acre desert-like landscape of striking sand dunes and evergreen forests.

Nestled amidst Maine's pine forests and rugged coastline lies an unexpected wonder – the Desert of Maine , a 40-acre expanse in Freeport . This sandy terrain, resembling a desert, emerged due to improper farming practices. Guided tours educate visitors about its history and ever-changing landscape, with remnants of the old farm visible. Surprisingly, the desert now hosts clusters of pine and scrub oak trees, adding to its unique charm. With "moon craters" and rippled dunes, it's a photographer's dream, offering a glimpse of Maine's natural diversity. Don't forget sun protection and sturdy footwear to navigate the shifting sands.

• Location : Freeport
• Best times to visit: Summer and fall for nicer weather
• Recommended packing list : Hat, sunglasses, bottle of water

Monhegan Island: A Remote Oasis of Natural Beauty

Idyllic and isolated island with iconic historic lighthouses, an artist community, and incredible natural beauty.

Monhegan Island, a remote and enchanting destination located 10 miles off the Maine coast , beckons nature enthusiasts and artists alike. Accessible by ferry, this island is home to a small year-round community without paved roads. Visitors can explore 3.6 miles of woodland trails, capture breathtaking ocean vistas from cliffs, and partake in remarkable birdwatching during spring migration. Painters and photographers find inspiration in the island's dramatic landscapes, while the quaint village offers fresh seafood, art galleries, historic sites, and charming inns. Monhegan Island is a true escape into coastal Maine's beauty and solitude.

• Location : 10 miles off the Maine coast
• Best times to visit : Late spring through early fall
• Recommended packing list : Light jacket, hiking shoes, motion sickness remedies

Acadia National Park: Nature's Masterpiece Unleashed

Breathtaking national park with rugged granite peaks, seaside cliffs, and vistas along the pristine maine coastline.

Maine's cherished Acadia National Park, primarily on Mount Desert Island, offers 49,000 acres of rugged coastline, pristine lakes, granite peaks, and historic carriage roads for outdoor enthusiasts. Visitors can explore the park’s scenic hiking trails , with options like Precipice Trail and Jordan Pond Loop, and savor coastal vistas from Cadillac Mountain. For those who love traveling with their furry friends, there are also plenty of dog-friendly hiking trails in Acadia National Park . The park also features cycling and horseback riding on Rockefeller's carriage roads, beautiful beaches like Sand Beach, and diverse wildlife. It's a quintessential Maine experience, whether picnicking by forest streams or photographing lighthouses.

• Location : Mount Desert Island
• Best times to visit : May-October when park facilities are open
• Recommended packing list : Hiking shoes, layered clothing, water

Eartha: Explore the World's Largest Rotating Globe

See the incredible 40-foot wide rotating globe, the world's largest, weighing over 1 ton.

Eartha, an astounding feat in a Yarmouth office building, showcases Maine's unique attractions. Created by Garmin founder Gary C. Burrell, it's the world's largest rotating and revolving globe , measuring 41 feet tall and 82 feet wide. Eartha simulates Earth's daily cycle, rotating on its axis and orbiting the sun every 24 hours. Weighing over 3 million pounds, it offers a mesmerizing depiction of our planet's rotation, tilt, and revolution. Visitors can view Eartha in action, exploring its construction and functionality and gaining a profound understanding of geography and the Earth's vast scale.

• Location : Yarmouth
• Best times to visit : Anytime during business hours
• Recommended packing list : Camera

RELATED: Discovering Maine's Hidden Treasures: 10 Must-Visit Destinations In The Pine Tree State

Popham Beach: Beach Paradise with Hidden Surprises

Picturesque beach with dazzling white sand and dramatic tidal flats exposed at low tide.

Popham Beach State Park, one of Maine's finest beaches, spans 14 miles between the Morse and Kennebec rivers. Shaped by the Atlantic Ocean's relentless forces, it reveals vast sandy expanses at low tide, ideal for beachcombing and sunbathing. A nearby saltwater lagoon offers serene waters for swimming and kayaking. The park provides bathhouses, picnic areas, and hiking trails to Morse Mountain, along with a mile-long walk to tidal pools filled with starfish, crabs, and mollusks. Wildlife enthusiasts can observe shorebirds like plovers and sandpipers along the dynamic shoreline. While its natural beauty and secluded location are appealing, Popham Beach's strong rip currents and heavy surf demand caution, restricting swimming to knee-deep waters. During low tide, Fox Island unveils a shipwreck, offering excellent photography opportunities.

• Location : Phippsburg
• Best times to visit : Summer during low tide
• Recommended packing list : Picnic supplies, sand toys, towel

Where to Travel in Maine: Essential Guide to the Best Vacation Ideas for First-Time Visitors

Discover top places to travel in Maine. Visit Bar Harbor and Acadia National Park for scenic views. Explore Camden and Portland for local cuisine. Enjoy the beaches from Ogunquit to Old Orchard Beach. Check out iconic lighthouses. Experience outdoor activities and cultural sites year-round in this beautiful state.

Bar Harbor, a quaint town, is a great base for exploring the park. Tourists can enjoy fresh seafood and quaint shops after a day of exploring. The picturesque lighthouses dotting the coastline, such as the Portland Head Light, provide an iconic experience.

Further inland, the Western Maine mountains offer outdoor activities year-round, including skiing in winter and hiking in summer. For a unique cultural experience, tourists should visit the Maine Maritime Museum in Bath. It highlights the state’s nautical history.

These destinations represent just a glimpse of what Maine has to offer. Each location holds unique experiences waiting to be uncovered. As you plan your trip, consider your preferences for adventure, relaxation, or culture. In the next section, we’ll delve into specific activities and events that can enhance your Maine travel experience.

Table of Contents

What Are the Best Destinations to Visit in Maine for First-Time Travelers?

The best destinations to visit in Maine for first-time travelers include Acadia National Park, Portland, Kennebunkport, Bar Harbor, and Baxter State Park.

• Acadia National Park
• Kennebunkport
• Baxter State Park

These destinations offer a range of experiences. Acadia provides natural beauty and outdoor activities, while Portland is known for its vibrant food scene. Kennebunkport offers picturesque coastal views, Bar Harbor serves as a gateway to Acadia, and Baxter State Park is perfect for hiking and wildlife observation.

Acadia National Park : Acadia National Park is a prominent destination in Maine, showcasing stunning landscapes and diverse ecosystems. It covers over 49,000 acres, making it one of the first national parks east of the Mississippi River. Visitors can enjoy scenic drives along the Park Loop Road and access hiking trails like the Precipice Trail. According to the National Park Service, Acadia attracts over 3 million visitors annually, highlighting its popularity. The park features Cadillac Mountain, which is the highest point along the U.S. Atlantic coast, known for breathtaking sunrise views.

Portland : Portland is Maine’s largest city and a hub for arts and culture. The historic Old Port district features cobblestone streets, unique shops, and a vibrant waterfront. Local cuisine, especially seafood, is a highlight, with renowned restaurants like Eventide Oyster Co. and the Fore Street Restaurant. Portland is also home to a thriving craft beer scene, with more breweries per capita than any U.S. city, as reported by Bloomberg. The Portland Museum of Art and the nearby Portland Head Light lighthouse enhance its cultural offerings.

Kennebunkport : Kennebunkport is a charming coastal town known for its historic architecture and beautiful beaches. It features quintessential New England charm with its picturesque harbor. The town attracts visitors for its boutique shopping and dining, particularly along Dock Square. Additionally, the area offers water activities like kayaking and deep-sea fishing. The Bush family compound, known as Walker’s Point, is a notable landmark, drawing attention from history and politics enthusiasts.

Bar Harbor : Bar Harbor serves as the primary gateway to Acadia National Park. This small town features quaint shops, restaurants, and artistic venues. The waterfront area provides stunning views and opportunities for whale watching and boat tours. Events like the Annual Bar Harbor Music Festival enhance its cultural appeal. According to local tourism data, Bar Harbor sees a significant influx of visitors during the summer months, demonstrating its popularity among travelers.

Baxter State Park : Baxter State Park is a wilderness area home to Mount Katahdin, the highest peak in Maine. The park offers various outdoor activities such as hiking, camping, and fishing. It covers over 200,000 acres of protected wilderness, serving as a habitat for diverse wildlife. Visitors should plan ahead for trips since campground availability can be limited. The park emphasizes conservation and provides breathtaking views from Katahdin, creating a unique experience for outdoor enthusiasts.

What Unique Experiences Can You Have While Visiting Maine?

Visiting Maine offers unique experiences, such as enjoying stunning coastal views, exploring national parks, and tasting fresh seafood.

• Breathtaking Coastal Scenery
• Acadia National Park Exploration
• Unique Seafood Dining
• Historical Lighthouse Visits
• Adventure Activities like Kayaking and Whale Watching
• Cultural Heritage Festivals

These experiences reflect the diverse offerings of Maine, each appealing to different interests and preferences.

Breathtaking Coastal Scenery : Breathtaking coastal scenery in Maine showcases dramatic cliffs, sandy beaches, and picturesque harbors. Visitors enjoy stunning vistas along the scenic coastal route, known as the “Maine Scenic Byway.” The state’s coastline spans over 3,500 miles, providing ample opportunities for photography, relaxation, and outdoor activities.

Acadia National Park Exploration : Acadia National Park exploration offers a mix of hiking, biking, and breathtaking views of the Atlantic Ocean. This park features over 120 miles of hiking trails and 45 miles of carriage roads. It attracts around 3 million visitors annually, making it one of the most visited national parks in the U.S. Popular spots include Cadillac Mountain and Jordan Pond.

Unique Seafood Dining : Unique seafood dining in Maine centers around fresh catches, particularly lobster and clams. The state is famous for its lobster rolls, which combine fresh lobster meat, mayonnaise, and a toasted bun. Numerous seafood shacks dot the coastline, offering a casual dining experience with scenic sea views. The annual Maine Lobster Festival celebrates this culinary tradition.

Historical Lighthouse Visits : Historical lighthouse visits allow visitors to explore Maine’s maritime heritage. The state is home to over 60 lighthouses, many of which are accessible to the public. The Portland Head Light, built in 1791, is one of the most photographed lighthouses in America. These sites often include museums and guided tours that provide insights into their historical significance.

Adventure Activities like Kayaking and Whale Watching : Adventure activities like kayaking and whale watching offer exhilarating ways to appreciate Maine’s natural beauty. Kayaking in the many bays and rivers allows visitors to observe wildlife and experience serene landscapes. Whale watching tours, particularly in Bar Harbor, provide a chance to see humpback and minke whales in their natural habitat.

Cultural Heritage Festivals : Cultural heritage festivals in Maine celebrate the state’s diverse traditions and local craftsmanship. Events like the Common Ground Country Fair showcase organic farming, local artisans, and traditional crafts. Such festivals foster community engagement and offer visitors a taste of Maine’s vibrant culture.

These experiences provide a rich blend of natural beauty, adventure, culinary delights, and cultural heritage, making Maine an appealing destination for travelers.

What Are the Best Outdoor Activities to Enjoy in Maine?

The best outdoor activities to enjoy in Maine include hiking, kayaking, biking, fishing, and camping.

Maine offers diverse landscapes and activities for outdoor enthusiasts. Each activity comes with its unique appeal and fits into various personal interests and physical abilities.

Hiking: Hiking in Maine involves exploring the intricate trail systems located in many state parks and national forests. Maine boasts over 5,000 miles of hiking trails, with Acadia National Park being one of the most popular destinations. The park features a variety of trails catering to different skill levels, from easy walks along the coast to challenging climbs up Cadillac Mountain. According to the National Park Service, Acadia draws over 3 million visitors annually, highlighting the state’s hiking appeal.

Kayaking: Kayaking in Maine provides opportunities to explore its extensive coastline and numerous lakes. The state’s waters offer tranquil paddling experiences in places like the St. Croix River and intense ocean kayaking adventures along the rugged coastline. A 2021 report by the Outdoor Foundation states that kayaking numbers have increased by 20% in recent years. This growth reflects the allure of Maine’s unique aquatic environments, attracting both beginners and experienced paddlers.

Biking: Biking in Maine encompasses both mountain biking and road cycling. The state features an array of scenic trails, such as the Eastern Trail that connects Portland to the Kennebunks. Mountain biking routes are available in places like the Carrabassett Valley. According to the Maine Department of Transportation, cycling tourism contributes significantly to the state’s economy, appealing to those who enjoy picturesque landscapes while remaining active.

Fishing: Fishing in Maine offers residents and visitors the chance to catch a variety of species in its lakes, rivers, and oceans. Maine is particularly known for its landlocked salmon, brook trout, and numerous saltwater species. According to the Maine Department of Inland Fisheries and Wildlife, the state has over 6,000 lakes, making it an ideal location for both freshwater and saltwater fishing. A shift toward sustainable fishing practices has also become increasingly popular among recreational fishers.

Camping: Camping in Maine allows for immersion in nature, with options ranging from campsites in national forests to more luxurious glamping facilities. Maine’s abundant forests provide the backdrop for both tent camping and RV parks. The Maine Bureau of Parks and Lands reported a surge in camping activity, particularly during the COVID-19 pandemic, as many individuals sought outdoor experiences to escape urban environments. Various campsites also offer unique experiences, such as camping along the coast or in the heart of the Maine wilderness.

What Cultural Attractions Should You Explore in Maine?

You should explore a variety of cultural attractions in Maine, including museums, historical sites, and artistic centers.

• Historical Sites
• Artistic Centers
• Festivals and Events
• Lighthouses
• Nature Reserves and Parks

These attractions reflect the rich history and diverse cultural landscape of Maine, offering various perspectives and experiences for visitors.

Museums : Museums in Maine highlight its artistic, historical, and cultural heritage. Attractions like the Portland Museum of Art showcase American art and its connections to European works. Visitors can also explore the Maine Maritime Museum in Bath, which focuses on the state’s maritime history. According to a 2021 report from the Maine Arts Commission, cultural tourism contributes over $600 million annually to the state’s economy, underscoring the importance of museums in Maine’s cultural landscape.

Historical Sites : Historical sites in Maine, like the Victoria Mansion and the Wadsworth-Longfellow House, provide insight into the state’s architectural and social history. These locations portray Maine’s journey through different eras, including the colonial period and the Industrial Revolution. The state has around 80 historic districts and numerous landmarks listed on the National Register of Historic Places, emphasizing its rich history.

Artistic Centers : Artistic centers, such as the Farnsworth Art Museum in Rockland, celebrate the state’s artistic achievements. This museum features works from the prominent Wyeth family among other American artists. Local artists also showcase their crafts in various co-ops and galleries, promoting Maine’s creative community. The Maine Crafts Association supports these artists and emphasizes the state’s unique craft heritage.

Festivals and Events : Maine hosts various festivals and events throughout the year, such as the Maine Lobster Festival and the Common Ground Country Fair. These celebrations highlight local traditions, foods, and crafts. Events like the Portland Art Walk promote community involvement in the arts and attract visitors from outside the area, thereby enhancing Maine’s cultural reputation.

Lighthouses : Maine is famous for its picturesque lighthouses, with over 60 along its coastline. These iconic structures, such as the Portland Head Light, offer historical significance and stunning views of the ocean. They serve not only as navigation tools but as symbols of Maine’s maritime heritage. Each lighthouse has its own story, with many providing guided tours and educational experiences.

Nature Reserves and Parks : Nature reserves and parks, including Acadia National Park, blend natural beauty with cultural significance. Acadia offers both recreational activities and historical insights into Maine’s indigenous peoples and European settlers. Cultural interpretive programs in parks enhance the visitor experience by linking nature with historical narratives, creating a more comprehensive understanding of Maine’s environment and heritage.

When Is the Best Time to Travel to Maine for a Great Experience?

The best time to travel to Maine for a great experience is during the summer months, from late June to early September. This period offers warm weather, ideal for outdoor activities like hiking, kayaking, and exploring the coastline. The fall months, particularly from late September to mid-October, also provide a stunning experience. The foliage turns vibrant shades of red, orange, and yellow, attracting many visitors. Peak fall activities include leaf-peeping and visiting pumpkin festivals. Winter, particularly from December through March, offers skiing and snowmobiling opportunities for winter sports enthusiasts. Spring, from April to June, features blooming flowers and fewer crowds, making it a peaceful time to explore. Each season in Maine presents unique attractions, but summer and fall stand out for their vibrant experiences.

What Types of Accommodations Can First-Time Visitors Find in Maine?

First-time visitors to Maine can find a variety of accommodations, including hotels, bed and breakfasts, vacation rentals, and campgrounds.

• Bed and Breakfasts
• Vacation Rentals
• Campgrounds

Understanding the types of accommodations available can help visitors make informed choices based on their preferences and needs.

Hotels: Hotels offer a range of services and amenities for travelers. They provide rooms, dining options, and leisure facilities. In Maine, visitors can find both luxury and budget hotels in urban and coastal areas. For example, the Press Hotel in Portland is known for its artistic design and proximity to attractions.

Bed and Breakfasts: Bed and breakfasts provide a cozy and intimate lodging experience. They often feature unique decor and personalized service. Many B&Bs in Maine include breakfast in the room rate. For instance, the Captain’s House Inn in Chatham offers a charming atmosphere with homemade breakfasts.

Vacation Rentals: Vacation rentals include homes or apartments rented for short stays. They offer more flexibility and space for groups or families. Popular platforms like Airbnb and Vrbo list various properties in Maine. An example is a beachfront cottage in Bar Harbor, perfect for families wanting to enjoy a home-like setting.

Campgrounds: Campgrounds cater to outdoor enthusiasts. They provide tent sites, RV hookups, and sometimes cabins. Options vary from state parks to private facilities. Acadia National Park offers campgrounds with scenic views and easy access to hiking trails.

Resorts: Resorts combine luxury accommodations with recreational facilities. They often feature pools, spas, and organized activities. The Samoset Resort in Rockport is a well-known option, offering ocean views and golf, appealing to both relaxation and active visitors.

What Are the Must-Try Culinary Delights in Maine?

Maine offers a range of culinary delights that are must-try experiences. The unique seafood and local produce represent key aspects of Maine’s food culture.

• Lobster Roll
• Blueberry Pie
• Clam Chowder
• Fried Clams
• Grits (Maine-style)
• Farm-to-Table Cuisine
• Sea Scallops

Maine’s culinary scene reflects its rich resources and traditions. Each of these items showcases the state’s local ingredients and flavors.

Lobster Roll : The lobster roll stands as a quintessential Maine dish. This sandwich features fresh lobster meat, typically mixed with mayonnaise, and is served in a buttered, toasted bun. According to a 2021 survey by Zagat, lobster rolls are beloved for their flavor and simplicity, drawing food enthusiasts from all over.

Blueberry Pie : Maine produces an abundant supply of wild blueberries, making blueberry pie a local favorite. The pie consists of a flaky crust filled with fresh blueberries, sugar, and a hint of lemon. The Maine Blueberry Commission reports that these berries are tastier and more nutritious than cultivated varieties, enhancing the pie’s appeal.

Clam Chowder : Maine clam chowder is creamy and rich, often made with quahog clams and potatoes. Seafood lovers appreciate its heartiness and simplicity. A 2019 article in the Journal of Culinary Sciences praised the chowder for capturing the essence of coastal New England cuisine.

Fried Clams : Fried clams, typically served with tartar sauce, are a staple in Maine. This dish features whole-belly clams that are battered and fried to a crispy golden brown. According to a food review on Eater, fried clams represent both nostalgia and a deep connection to Maine’s maritime culture.

Grits (Maine-style) : Maine-style grits are made from locally sourced corn. They serve as a comforting side dish, often accompanied by seafood or breakfast items. Culinary expert Chef Anna Gass emphasizes that Maine grits differ from traditional southern variations in texture and flavor, offering a unique taste experience.

Farm-to-Table Cuisine : Maine’s farm-to-table movement encourages the use of local ingredients in restaurants. This approach emphasizes sustainability and freshness, benefiting both consumers and local farmers. A study by the USDA in 2020 indicates that farm-to-table dining has gained popularity, with a rise in restaurants committing to local sourcing.

Sea Scallops : Maine is renowned for its sweet and tender sea scallops. These are often seared or grilled, showcasing their natural flavor. The National Oceanic and Atmospheric Administration notes that Maine’s sea scallops are sustainably harvested, making them a favorite among eco-conscious diners.

Moxie Soda : Moxie, a distinctly flavored soda, is an iconic beverage in Maine. It has a unique herbal flavor that some find polarizing. Despite mixed opinions, Moxie fans celebrate its uniqueness, and the drink is often served at local fairs and restaurants.

These culinary delights reflect a rich tapestry of Maine’s gastronomic heritage. Trying each dish provides a deeper understanding of the state’s culture, history, and community values.

What Are the Top Beaches to Visit in Maine?

The top beaches to visit in Maine include a variety of stunning coastal spots with unique attributes.

• Old Orchard Beach
• Wells Beach
• Ogunquit Beach
• Popham Beach
• Scarborough Beach

Many visitors have differing opinions about these beaches based on factors such as amenities, family-friendliness, and natural beauty. Some prefer crowded, lively beaches while others enjoy secluded, tranquil spots. Additionally, preferences may vary depending on whether one seeks vibrant nightlife or peaceful natural surroundings.

Old Orchard Beach: Old Orchard Beach features a lively boardwalk and abundant entertainment options. This beach is popular for its sandy shoreline and family-friendly atmosphere. According to a 2022 review by TripAdvisor users, it ranks among the top destinations for families visiting Maine. With amusement parks and a variety of eateries, visitors can enjoy a full day of activities. The annual Old Orchard Beach Sandcastle Contest also adds unique charm and draws large crowds every summer.

Wells Beach: Wells Beach is known for its extensive sandy areas and natural beauty. It is less crowded than Old Orchard Beach, making it ideal for families and those seeking relaxation. Wells Reserve, located nearby, offers educational programs about marine life and coastal ecosystems. A report by the Maine Office of Tourism highlights Wells Beach as a spot for nature enthusiasts, noting its serene vibe and abundant wildlife, including herons and osprey.

Ogunquit Beach: Ogunquit Beach features picturesque views and soft sands, drawing visitors who appreciate aesthetics. It is famed for its stunning sunset views and the scenic Marginal Way walkway, which offers breathtaking coastal panoramas. Local surveys indicate high satisfaction rates among beachgoers, particularly for sunbathing and walking. Ogunquit also boasts a vibrant arts scene, giving it a unique cultural flavor that appeals to many visitors.

Popham Beach: Popham Beach stands out for its natural beauty and less commercial atmosphere. It is characterized by its vast tidal flats and scenic views of Fort Popham. This beach is ideal for those looking for solitude or a beach experience focused on nature. A research study from the University of Maine notes that Popham Beach is a significant habitat for shorebirds, attracting wildlife enthusiasts and bird watchers.

Scarborough Beach: Scarborough Beach combines recreational opportunities with scenic surroundings. It offers various amenities such as picnic areas and playgrounds, making it suitable for families. Although it is more developed than some other Maine beaches, many appreciate its clean facilities. According to data from the Maine Department of Conservation, Scarborough Beach is recognized for its well-maintained environment, contributing to its status as a local favorite for beachgoers.

In summary, Maine’s unique beaches cater to diverse preferences, from vibrant boardwalks to serene natural landscapes. Each beach offers its own charm and features that enhance the coastal experience.

What Hidden Gems Should First-Time Visitors Seek Out in Maine?

First-time visitors to Maine should seek out hidden gems that showcase the state’s natural beauty and local culture. These include unique coastal towns, scenic hiking trails, charming islands, and off-the-beaten-path dining experiences.

• Charming Coastal Towns
• Scenic Hiking Trails
• Beautiful Islands
• Unique Dining Experiences

Exploring these hidden gems can provide a diverse perspective on what Maine has to offer beyond the more popular tourist attractions.

Charming Coastal Towns: Charming coastal towns in Maine, such as Castine and Camden, offer picturesque views and rich history. These towns feature stunning waterfronts, historic architecture, and cultural attractions. For example, Castine is known for its colonial history and quaint boutiques. Meanwhile, Camden’s harbor and surrounding hills provide a stunning backdrop for visitors. According to the Maine Office of Tourism, exploring these towns allows visitors to experience local art galleries and artisanal shops.

Scenic Hiking Trails: Scenic hiking trails are plentiful in Maine, with Acadia National Park being a prominent destination. This park features over 120 miles of hiking trails, showcasing rugged coastlines and diverse landscapes. Trails like the Precipice Trail offer challenging climbs and breathtaking views. The Maine Bureau of Parks and Lands reports that Acadia attracts nearly 3 million visitors annually, making it a vital part of the state’s hiking culture.

Beautiful Islands: Beautiful islands, such as Monhegan Island and Great Cranberry Island, provide serene escapes from the mainland. Monhegan Island is renowned for its artist community and dramatic cliffs. It boasts several hiking trails and secluded beaches. Great Cranberry Island is less crowded and offers a glimpse into island life, including local crafts and fresh seafood. The Island Institute highlights that these islands maintain a unique charm and sense of community.

Unique Dining Experiences: Unique dining experiences in Maine can include farm-to-table restaurants and lobster shacks. Establishments like Eventide Oyster Co. in Portland serve locally sourced seafood and are celebrated for their culinary creativity. The Maine Lobster Festival, held in Rockland, showcases the state’s lobster industry and draws thousands of visitors each year. The Maine Restaurant Association points out that the state is a top destination for seafood lovers, making dining an integral part of the visitor experience.

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Bus from Valparaiso, IN to Portland, ME

More travel options, enjoy free onboard entertainment, reserve a seat, need to make a change, on this page, bus stations and stops in valparaiso, in, valparaiso (valpo village station).

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Bus stations and stops in Portland, ME

Portland park & ride.

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Portland (East Bayside)

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42 Hours in Maine: Iconic New England Holiday Getaway

Weekend full of holiday events, shopping, and festive fun, portland + freeport winter itinerary.

Looking for the perfect mix of holiday cheer and coastal charm? Plan a magical winter weekend in Portland and Freeport, Maine. Explore our working waterfront and historic streets in Portland, then head to Freeport for classic New England holiday events like the Sparkle Celebration. Whether you’re planning a group holiday shopping trip with friends or a family weekend filled with kid-friendly fun, this itinerary offers the best of Maine’s seasonal experiences. Dive into holiday spirit and enjoy the warmth of the season during your own iconic New England Holiday Getaway.

Day 1 | Portland, Maine

Portland, Maine is easy to access in winter, with direct flights from major cities like New York, Chicago, and Washington, D.C. For drivers, it’s a quick trip up I-95, just under two hours from Boston. Once there, Portland’s compact downtown—less than 4 miles end to end—makes exploring a breeze. You can walk from world-class performances at historic venues like Merrill Auditorium and State Theatre to renowned restaurants in Portland’s Old Port and beyond. Learn more.

mORNING | Holiday cheer + COBBLESTONE CHARM

Kick off your weekend in the heart of downtown Portland, where charming cobblestone streets meet the salty breeze of Casco Bay. Local shops fill windows with festive displays for you to bask in on your walk. Grab a warm drink at one of Portland’s beloved local coffee spots and a sweet treat at a Maine bakery while you feel the winter chill melt away sipping and strolling through the historic Old Port.

The early morning light bouncing off the harbor provides the perfect backdrop for a peaceful start. Learn more.

Afternoon | fine-dining to casual waterfront eats

It’s time to refuel. Stop for lunch at one of Portland’s casual or fine-dining restaurants for an unforgettable meal. Portland is known for its thriving food + drink scene, so whether you’re craving farm-to-table or fresh seafood, there’s a spot for everyone at our table. Not to mention the fact our tables are oceanside with a front row seat to Casco Bay.

Take in the lobster boats and seagulls carving their way across the bay. Learn more.

evening | holiday shows + accomodating hotels

Pair the city’s unforgettable food and beverage with twinkling Pandora Winter lights – an annual light display brightening our downtown all Winter long – and you have the perfect ending to a magical first day. Catch annual holiday shows , events, and performances. Find seasonal experiences likes special cocktails and cozy comforts like a private, heated igloo. End the day in modern luxury or a historic inn.

From boutique hotels to recognizable chains, Portland offers a range of accommodations to suit your style. Learn more.

Day 2 | Freeport, Maine

Just 30 minutes north of Portland is the charming New England waterfront town of Freeport, Maine. Whether you’re wandering quaint streets, enjoying outdoor adventures, or diving into annual holiday events, Freeport feels like a natural extension of any Portland visit. Its close proximity to the city, paired with its own standout attractions, makes Freeport a must-see on any New England holiday getaway itinerary. It’s the best of both worlds: city energy meets coastal retreat. Learn more.

Morning | holiday shopping + seasonal delights

Freeport’s reputation as a shopping destination precedes it, and this is the perfect time to check off some holiday shopping. Explore the iconic L.L.Bean Flagship Store . With festive holiday décor and Northern Lights display, it’s the perfect place to start soaking-up the seasonal atmosphere.

Wander the charming downtown streets filled with a mix of local boutiques and global brands. Learn more.

Afternoon | events + annual celebrations

After lunch, dive into the heart of Freeport’s Sparkle Celebration. Events like the Frosty Frolic offers live music, food trucks, and family-friendly activities that embody the holiday spirit. From horse-drawn carriage rides to visits with Santa, there’s something for everyone. There’s winter and holiday events scattered across the season, so check out the Events Calendar for even more.

evening | nightcaps + holiday festivals

As the sun sets, the holiday magic in Freeport truly shines. If you came during Sparkle Celebration the Parade of Lights illuminates the town with sparkling floats and festive cheer, while the famous Talking Christmas Tree entertains kids and adults alike. Freeport also has seasonal bites + brews at local restaurants, so you can sip and snack in the cozy comforts of fireplaces in quaint New England luxury. Learn more.

how to plan a trip to portland, maine

Ready to start planning your trip to Maine? Here’s where to start. Start by saving this itinerary to your trip plan below. This will help you save all the events and activities you want to participate in while in town. Use our blog and destination site to start filling in the gaps of your upcoming winter getaway. Start here.

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