visit kent island md

Things to Do in Kent Island, MD - Kent Island Attractions

Things to do in kent island.

• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Good for Couples
• Good for a Rainy Day
• Good for Kids
• Budget-friendly
• Good for Big Groups
• Good for Adrenaline Seekers
• Hidden Gems
• Adventurous
• Honeymoon spot
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Terrapin Nature Park

2. Cult Classic Brewing

3. Mark Cascia Vineyards

4. Historic Stevensville

5. Cross Island Trail

6. Matapeake Clubhouse and Beach

7. Chesapeake Heritage & Visitor Center

8. Kent Island South Trail

9. Romancoke Fishing Pier and Kayak Access

10. Stevensville Antiques

11. Metapeake State Park

12. Love Point Vineyards and Winery

13. kent island federation of art, 14. old love point park, 15. matapeake fishing pier, 16. the edge arena, 17. batts neck park, 19. ric conn artist, 20. kent island frame shop, 21. terrapin park maintenance, 22. big bats cafe, 23. a1 arcades & rentals, 24. arcade game sales of maryland.

25. Buzz Boutique

26. Chesapeake Chocolates

27. Taste Buds Kitchen

28. Waffle's Shack

29. Island Arts

30. foundations island yoga, what travelers are saying.

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Discover Kent Island: Where History Meets Beauty

A Glimpse Into Kent Island's Past

Amazing gift baskets, bridges of kent island.

Places With Historical Significance

Discover the hidden gems.

Something for Adventure Seekers

Indulge in the divine kent island crabs, visit local restaurants and bars.

• Address: 023 Kent Narrow Way S, Grasonville, MD 21638, United States
• Hours: Opens 11 am
• Address: 3032 Kent Narrow Way S, Grasonville, MD 21638, United States
• Address: 321 Wells Cove Rd, Grasonville, MD 21638, United States
• Address: 433 Kent Narrow Way N, Grasonville, MD 21638, United States
• 910 Kentmorr Rd, Stevensville, MD 21666, United States
• Wednesday to Sunday, Hours: 11 am
• Address: 116 Pier 1 Rd, Stevensville, MD 21666, United States

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Top Things to Do in Kent Island, MD

Places to visit in kent island.

• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Good for Couples
• Good for a Rainy Day
• Good for Kids
• Budget-friendly
• Good for Big Groups
• Good for Adrenaline Seekers
• Hidden Gems
• Adventurous
• Honeymoon spot
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Terrapin Nature Park

2. Cult Classic Brewing

3. Mark Cascia Vineyards

4. Historic Stevensville

5. Cross Island Trail

6. Matapeake Clubhouse and Beach

7. Chesapeake Heritage & Visitor Center

8. Kent Island South Trail

9. Romancoke Fishing Pier and Kayak Access

10. Stevensville Antiques

11. Metapeake State Park

12. Love Point Vineyards and Winery

13. kent island federation of art, 14. old love point park, 15. matapeake fishing pier, 16. the edge arena, 17. batts neck park, 18. ric conn artist, 20. kent island frame shop, 21. terrapin park maintenance, 22. big bats cafe, 23. a1 arcades & rentals, 24. arcade game sales of maryland.

25. Buzz Boutique

26. Chesapeake Chocolates

27. Taste Buds Kitchen

28. Waffle's Shack

29. Island Arts

30. foundations island yoga, what travellers are saying.

Kent Island

• 1 Understand
• 2.2 By plane
• 3 Get around

Kent Island is in the Chesapeake Bay at the eastern end of the Chesapeake Bay Bridge and is quickly becoming a popular tourist destination in Maryland . Kent Island is a great place to sample authentic Maryland seafood, take a historic stroll, or enjoy a trip out on the Chesapeake.

Understand [ edit ]

Kent Island has a rich history dating back to 1631, when William Claiborne of Jamestown first set up a trading post on the island. It is said that Claiborne liked being on Kent Island so much that he decided to make it his permanent home, and he started what would become the oldest English settlement in Maryland. Ever since then Kent Island has thrived as the crossroads of the Chesapeake. Several people, from founding fathers en route between Annapolis and Philadelphia, to vacationers on their way to Ocean City, have visited the island. Many of them, like Claiborne, have even liked Kent Island so much that they decided to move there.

Get in [ edit ]

By car [ edit ].

From Washington, take U.S. 50 east towards Annapolis, or if you're coming from the Baltimore area, take I-97 south to U.S. 50 east. Then, from Annapolis, follow U.S. 50 east towards the Bay Bridge [dead link] (toll for the bridge is $4 eastbound only, as of July 2019). After crossing the bridge, you're there! Exits 37 and 41 provide access to the island's major tourist attractions.

By plane [ edit ]

• Bay Bridge Airport [dead link] (FAA:w29) is a small, regional airport with no scheduled commercial flights. Private planes park within walking distance of Hemmingway's restaurant and Kent Island Depot (a deli). Taxis, rental cars, aircraft rental, flight training, and aircraft maintenance are available
• Kentmorr Airpark (FAA:3W3) is a small grass airstrip with no scheduled commercial flights. Private planes park within walking distance of the Kentmorr Restaurant & Crabhouse and the Kentmorr Marina. Cab transportation to town is also available.

Get around [ edit ]

The main way to get around Kent Island is by car, at least for now. Routes 8, 18, and 50 are the main roads to take from place to place, but if you want to go on foot or on bike, you can use the hiker-biker trails. The Cross Island Trail, as its name implies, goes across the island from Terrapin Park to Kent Narrows, and the Kent Island South Trail goes from Matapeake Park to Romancoke Pier. The trails unfortunately do not connect with each other, but there are plans to fix that in the future along with another trail south of Route 50, connecting Kent Narrows with Chester. With the new trails, future trips to Kent Island may involve getting around by bike instead of by car, just be ready for the workout; Kent Island already has over 12 miles of trail!

See [ edit ]

• Historic Stevensville , along the southern part of Love Point Road and East Main Street in Stevensville. Kent Island's historic downtown area has restored historic buildings, preserving its 19th-century small-town feel. The area also offers shopping and dining. To get there, take Exit 37 to Route 8 north, then follow the signs to Stevensville and Historic Stevensville.
• Terrapin Park , off Skipjack Parkway in Stevensville. A nature park that offers beautiful views of nature, the Chesapeake Bay, and the Bay Bridge. To get there, take Exit 37 to Route 8 north, turn left onto Skipjack Parkway, then turn left onto Bateau Drive.

Do [ edit ]

• Chesapeake Bay Bridge Walk . Chesapeake Bay Bridge. The Bay Bridge Walk offers a unique opportunity to take a 4.3-mile walk across the Chesapeake Bay Bridge, the longest bridge in Maryland. The walk is usually held the first Sunday of May, but it's not held every year, so check in advance.  

Buy [ edit ]

• Chesapeake Chocolates , 202 Island Plaza ( WB Rt. 50, Exit 38A, behind CITGO ), ☏ +1 410-643-7884 .  

Eat [ edit ]

• Annie's Paramount Steak House , 500 Kent Narrows Way N, Grasonville , ☏ +1 410 827-7103 . Also serves seafood.  
• Fisherman's Inn and Crab Deck , 316 Main St, Grasonville , ☏ +1 410 827-6666 (crab deck), +1 410 827-8807 (restaurant) .  
• Hemmingway's , 357 Pier One Road, Stephensville , ☏ +1 410-643-2722 .  
• Kentmorr Restaurant and Crab House , 910 Kentmorr Road, Stevensville , ☏ +1 410 643-2263 . Offers inside and outside dining and also features both inside and outside bars. There is a nice sandy beach behind the restaurant, open to public.  
• Rustico Restaurant , 401 Love Point Road , ☏ +1 410-643-9444 . M-Th 11AM-midnight, F Sa 11AM-2AM, Su noon-10PM . Italian  

Drink [ edit ]

• No Place Bar Love Point Rd, Stevensville.
• Ram's Head Shore House , 800 Main Street, Stevensville , ☏ +1 410 643-2466 , fax : +1 410 604-0939 .  
• Red Eyes Dock Bar , Kent Narrows, Grasonville , ☏ +1 410 827-EYES (3937) .  
• The Big Owl Tiki Bar , 3015 Kent Narrows Way South, Grasonville , ☏ +1 410 827-6523 .  

Sleep [ edit ]

• Comfort Inn , 3101 Main Street, Grasonville , ☏ +1 410 827-6767 .  
• Hilton Garden Inn , 3206 Main Street, Grasonville , ☏ +1 410 827-3877 , fax : +1 410 827-3876 .  
• Holiday Inn Express , 1020 Kent Narrows Rd. Grasonville , ☏ +1 410-827-4454 .  
• Kent Manor Inn , 500 Kent Manor Drive, Stevensville , ☏ +1 410 643-5757 . (for lodging). A pricey, yet beautiful, country inn just off of Route 8 near the Bay Bridge Airport, and across Route 50 from Historic Stevensville. Nice restaurant, too.  
• Kent Island Beach House ( KI Beach House ), Stevensville MD , ☏ +1 410-984-7618 , [email protected] . ( updated Jan 2018 )

Connect [ edit ]

When on Kent Island, Verizon and Sprint/Nextel get the best service (Telus/Bell for Canadians, they work just as well), AT&T/T-Mobile (Rogers/Fido) get poor to no service, especially on the southern end. Check with your wireless carrier (or your roaming partner if you are travelling) for any changes. You can expect better over all service from any carrier the closer you are to Annapolis (especially AT&T).

Go next [ edit ]

Annapolis and Cape St. Claire are on the other side of the Bay Bridge, and Grasonville , Centreville , and Wye Mills are on the other side of the Kent Narrows Bridge. Grasonville is immediately past the bridge and beyond it lies Queenstown , the location of the Queenstown Prime Outlets which offer designer outlet shopping. Beyond Queenstown you have a choice of going north along Route 301 to Centreville and the upper counties, and southeast along Route 50 to Wye Mills and the lower shore. You can also go to Baltimore or Washington, D.C. , home to historical places, national monuments, museums, aquariums, and the U.S. Capitol Building and the White House.

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historic kent island

A home worth saving.

Rising out of the Chesapeake Bay waters is one of America’s oldest and least recognized English settlements, Maryland’s Kent Island. Settled in 1631, only 24 years after America’s first permanent English settlement, Jamestown, Kent Island holds as much historical weight as its brethren. So why is Kent Island not recognized and respected equally? Why are the histories of Jamestown, Plymouth, and the “Lost Colony” of Roanoke taught in school, but no one mentions Kent Island? The Isle of Kent is steeped in historical conflict, bloodshed, struggle, and survival. Yet it currently faces another major problem. Its land and historical sites are being overrun by irresponsible development, destroying the very thing that makes it so special. We’re here to change that...

join the fight against royal farms

Memoirs of kent island, more coming soon, the terrapin saga: balancing business and nature, the terrapin saga: defying development, saving the stevensville station, walking the kent island railroad, dark hollows reanimated, dark hollows haunted trail.

The idea of Historic Kent Island began in 2020 when our founder, J. Coursey Willis, produced a video series called “My Morning Walk.” He traveled the island talking about the hidden history of his hometown. The history segments became more popular and one day, over a glass of wine with co-founder Jennifer Barrick, the seed was planted to save Kent Island. Our organization was established in 2021 with a mission to discover, restore, investigate, and preserve the historic and cultural heritage of Kent Island, Maryland. We affectionally call this system DRIP and apply it to everything we do. The island is in the crosshairs of irresponsible development, so foremost, we must spread awareness of its significance as one of America’s earliest and previously most disregarded English settlements. This is our foundation, and from there, we build. The sky is the limit, and we have big dreams, so we hope you’re ready. Help us end the madness and make a change.

support the cause

All great movements start with a few supporters; without support, any venture will fail. Therefore, we need your help. Your donation allows us to do more and focus on Kent Island’s greatest issues. We are constantly working on new programs as our budget expands, but currently concentrating on Memoirs of KI, Seven Secret Sites, Save the Graves, and Trails of Tales. But those things cost money… lots of money. Did you know one piece of signage costs roughly $2,500? This doesn’t even include the labor of research and writing! So please donate what you can to save where we live. Every dollar helps.

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Seven secret sites.

Only a true islander knows these sites and the stories behind them...

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county development updates

Stay updated & informed on the Royal Farms Route 8 Proposal and other upcoming Kent Island development.

Road Trip! Kent Island, Maryland

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BayDreaming.com

Your guide to the chesapeake bay, kent island area attractions, things to see and do in the kent narrows area.

The island features an abundance of marinas and restaurants that attract visitors from nearby Annapolis, Baltimore, and Washington DC.  Separated from the mainland by Kent Narrows, Kent Island once served as a trading post for the first permanent English settlement in Maryland.  The island later developed into a major seafood packing and processing area.

Stevensville is the largest town on Kent Island and is home to several historic structures, including the restored Stevensville Train Depot and Christ Church, home to Maryland’s oldest congregation which was founded in 1631.  Visitor information is available from the county visitor’s center at 117 East Main Street.

The area has lots of seafood restaurants and marinas.  It also has lots of outlet stores , with the Queenstown Premium Outlets nearby.  The Chesapeake Heritage and Visitor Center is located on the Kent Narrows waterfront.  The Exploration Center houses the Queen Anne’s County Office of Tourism and features interpretive displays about the Chesapeake Bay.  It’s also a good place to pick up pamphlets and brochures for area attractions.

Matapeake Clubhouse and Beach  is located on Kent Island’s western shore.  This small park offers nice views of the Chesapeake Bay Bridge, a public swimming beach, an outdoor amphitheater, woodland trail, picnic area, and a dog beach.

The Matapeake Pier and Boat Ramp and the Romancoke Pier and Kayak Ramp provide access for boating, paddling, and fishing. Matapeake has a 650′ long lighted pier that’s open 24 hours a day. The surrounding three-acre park has restrooms and a picnic area with grills.  There’s also a 25′ wide boat ramp at Matapeake. The Romancoke Pier has a kayak launching facility.

For those who enjoy lighthouses, the Bloody Point Bar Lighthouse can be seen from the southern point of Kent Island.

Terrapin Beach Nature Park is located just north of the Bay Bridge on Kent Island.  The park includes a one mile nature trail, pond, two observation blinds, and a boardwalk to the Chesapeake Bay. The park is located off MD 18, inside the Chesapeake Bay Business Park.

The Wildfowl Trust of North America operates the Chesapeake Bay Environmental Center (formerly known at the Horsehead Wetlands Center) just east of Kent Island. The 500 acre sanctuary features paths around six waterfowl ponds and through different types of  wetland habitats. Kayak and paddleboard rentals are available.

The Cross Island Trail spans Kent Island from Terrapin Nature Park to Kent Narrows. The trail is about six miles long. There are several places along the way where you can park and enter the trail including Terrapin Nature Park, Old Love Point Park, Castle Marina Road, Kent Narrows Boat Launching Ramp, and the Chesapeake Bay Exploration Center.

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Welcome Home

To kent island resort.

Historic Kent Island Resort is the epitome of country house charm and contemporary new-world sophistication, on the shores of Chesapeake Bay. Sip champagne, eat locally sourced seasonal dishes, at 18TWENTY, or enjoy 220 acres of serene parklands with hiking trails and cycling, and nearly 2 miles of waterfront for kayaking and boating. An in ground swimming pool is open seasonally for days spent relaxing in the sun on this truly exquisite property. Exemplary service and beautifully appointed rooms or suites with unique character and charm await. We invite you to fall in love with Kent Island Resort – one hour from Washington.

Be part of the Kent Island story.

Your Kent Story Awaits

Art of Authentic Hospitality

Authentic hospitality revives the soul. It’s intimate and begins with a smile. We call it soul-level service, delivered with dignity, commitment and care for guests and the teams we trust to serve them. It’s a symbol of everything we do.

Aperitif, or long cool refreshing glass after experiencing the best of Kent Island? 18TWENTY is the place to begin or finish an adventure, or take you exactly to where you want to be while the world passes by.

Exceptional Eastern Shore Dining

Local agrarian cuisine curated by our chefs from seasonal scallops, seafood sourced from the bay to beautifully aged steaks at 18TWENTY.

Endless Activities

Regardless of the season, there’s endless activities and adventures for Kent Island Resort guests. Explore serene Chesapeake Bay by land or sea, trail ride our 220-acre estate, or find a relaxing nature hike. There’s always something to inspire.

Breathtaking Views & Venues

Kent Island Resort and its three venues stand proudly on 1.7 miles of exceptional waterfront, making for unforgettable weddings or events. Our Garden House overlooks Thompson Creek, whilst the rustically elegant Farmstead Barn nestles in the rolling Maryland countryside among manicured gardens. The Pavilion, an enchanted outdoor space can be found in a secret Forest. One remarkable place, three inspired locations.

Eastern Shore's Premier Wedding Destination

Every moment becomes unforgettable, from small, intimate weddings, to large, extravagant gatherings. Kent Island Resort is Maryland’s Eastern Shore Wedding Destination.

Savor grass-fed, perfectly aged beef or regionally inspired seafood dishes with international-influenced flavors created by our expert chefs, culinary team and mixologists with one shared passion for excellence.

Your Home Away from Home

Kent Island Resort is a country house where luxury and life go hand-in-hand. Historical features and boutique modern design create guest rooms and suites with a unique home-like atmosphere, reviving the soul as you relax.

Weddings, Reunions & Gatherings

Elegant weddings.

Every moment becomes unforgettable, from small, intimate weddings, to a large, extravagant gatherings. Kent Island Resort is Maryland’s Eastern Shore Wedding Destination with bespoke wedding packages designed to suit your day.

Upscale Meetings

Small team gathering or large business meeting? Kent Island Resort’s passionate and dedicated Event Team takes care of creating the perfect environment or moment, on any scale.

What Our Guests Say

The kent island resort experience.

Less than an hour from Washington DC, the Kent Island Resort sprawling resort is home to unenviable countryside, where guests enjoy the best farm and river-to-table cuisine and curated experiences.

• @kentislandresort

kentislandresort

The Eastern Shore’s Premiere Celebration Venue🥂 Hotel & Dining Accommodations (410) 643-5757

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Kent Island Day 2024 Cancelled!

Forecasted rain washes out 2024 Kent Island Day

We’ve had to make that tough call for Kent Island Day. Based on the terrible weather forecast for Saturday, we’ve made an executive decision to cancel KI Day to give our vendors and participants time to react. We are an outdoor event – totally dependent on the weather. Given the current weather patterns, there is little likelihood that the weather prediction will change.

“Unfortunately, it is with deep regret that the decision to cancel this Saturday's event has been made. As there is no rain date scheduled due to a number of factors, not the least of which is the weekend ramp closures on Kent Island starting on May 19th, a decision of this magnitude is not taken lightly, especially considering the amount of work that has taken place behind-the-scenes over the last few months in preparation for Kent Island Day. However, the forecast on multiple apps and models shows Saturday as being highly unfavorable for an outdoor event of this nature. Because several of our vendors require advance notice with regards to product ordering and preparation, and many of our yearly participants, particularly of the heritage and cultural nature, are unable to participate at all when it rains, we are making this announcement now with the weather information that we currently have available to us.”

We hope you will plan to visit Kent Island Day in 2025 when we celebrate the 50th Anniversary of the Kent Island Heritage Society!

Come Visit Us This Spring!

Kent Island Heritage Society docents.

Plan your visits to our historic sites for 2024!  We will once again open our sites on the the first Saturday of April to November from 12 noon to 4 pm.  At each site you will learn about its importance in Kent Island history and other intriguing facts about the building and its past owners from one of our docents.  Please read more HERE to learn more about each site.

Another reason to visit is the grand opening of our Kent Island Heritage Center and Research Library.  We are currently renovating Schoolhouse No.2 in Historic Stevensville and tentatively plan to have it open to the public in summer/fall of 2024.  We have some exciting and unique exhibits planned that you won't find anywhere else!  And of course we will have a research library which will house our archives currently held at the Queen Anne's County Library on Kent Island.  Please check back here for updates on our progress!

Train Station and Caboose Makeover!

Follow our progress HERE .

This Beautiful PRS Guitar Could Be Yours!

Shaping a Landscape: The Archaeology and History of People in the Chesapeake.

President Jack Broderick and guest speaker Dr. John Seidel.

Sponsored by the Kent Island Heritage Society and hosted by Friends of Historic Christ Church.  If you missed this excellent lecture about the interaction of people, their culture, and the environment and how it has shaped the Chesapeake Bay, including Kent Island, you can watch it on our YouTube channel which has many other presentations, oral histories, and short videos or you can view it HERE .

You can find out more about Dr. Seidel's work HERE.

For more information on current programs and projects at Washington College's Center for Environment and Society go HERE .

Thanks to Our Latest Business Sponsors!

Chesapeake Light Tackle Harris Marine Financing Kent Island Learning Cooperative Kentmoor Marina Properties (Life) Kentmoor Restaurant Lundberg Builders Maryland CPR and Safety Michael Rosendale Realty The Grooming Place

The Case of the Missing William Claiborne Forts on Kent Island

Volunteers Needed!

The Kent Island Heritage Society is in need of volunteers, members and nonmembers alike!  We are always searching for like-minded individuals interested in supporting our mission to discover, identify, restore, and preserve the history and heritage of Maryland’s Kent Island.

Opportunities exist to

• help maintain historic sites
• docent historic sites on First Saturdays
• help with Kent Island Day
• planning and organizational skills
• social media
• graphics and web design
• decision makers
• history and genealogical research
• art and entertainment
• news and grant writing
• renovations
• maintenance

To read about our exciting opportunities to volunteer your time towards a worthy cause READ HERE or email interests or questions to [email protected]

As a non-profit 301(c) organization we depending wholly on the generosity of individuals and the Business Community through memberships and donations (cash and in-kind).  Your contribution to our mission no matter what size helps us continue all of our great programs, events, and maintain our historic sites!  You can donate to us on our Donations Page .  If you are interested in donating items of historical significance or want to contribute funding for a special project please contact us by EMAIL or phone at 703-216-0449.  Thanks for your continued support to preserve our Kent Island heritage and culture!

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Visiting Kent County

Define your own space—dock your boat in kent county on the chesapeake bay.

Summer breezes are calling for a maritime adventure in a magical setting. The Chesapeake Bay, Sassafras River and Chester River are enchanting waters on the Eastern Shore of Maryland. Whether it’s via wind or motor, a boat can take you anywhere you want to be—including, away from it all.

Americans are aching to get outside and go experience something serene. Summer travel plans may not be typical this year, so cars—and boats!—are going to be some of the best ways to explore. Perhaps it’s time to try something new and go on a true adventure where you can make your own memories with family or friends and define your own space.

Read more …...

Kent County is a Sustainable and Eco-Conscious Travel Haven on the East Coast

As the season changes and you look for opportunities to enjoy the beautiful spring weather, remember that outdoor adventures and sustainable eco-travel abound in Kent County, Maryland. This picturesque area of the Chesapeake Bay has plenty of room to explore without crowds. Kent County is known for its uncompromised nature, a slew of outdoor activities to enjoy it with, a love of sustainable cuisine (available for take-out and delivery if needed), environmentally friendly lodging—and it’s all paired with sweeping river and bay views.

Kent County Cuisine—as Fresh as It Gets

The benefits of eating locally sourced food are well lauded, from increased flavor and freshness to reduced waste, transit pollution and fuel consumption. Islanders naturally realize these advantages as their geographical limitations demand resourcefulness of everything the environment offers.

While Kent County, Maryland , isn’t technically an island, it is nearly surrounded by water. Native tribes and early settlers thrived on its bounties from the sea and its fruitful soil. Fortunately, their traditions of self-reliance continue to prosper with residents today.

A Bird’s-Eye View of Kent County, Maryland

A patchwork of green, yellow and brown covers a landscape surrounded by large swaths of silvery-blue glinting like a mirror for the sun; ribbons of jade and teal weave through clusters of lush green groves; and quaint towns where life is easy and offer fountains and flower gardens by which to rest.  This is Kent County, Maryland , from a bird’s-eye view. With a landscape this inviting, it’s no wonder the area is a haven for birds, waterfowl and butterflies.

A College Town Where History, Humanities and the Arts Are for Everyone

Chestertown , located in Kent County, Maryland , thrives with historical significance, lively festivals, a vibrant art and cultural scene, eclectic shops, charming inns and diverse restaurants. It’s also home to Washington College, the 10th oldest liberal arts college in the country—which is named after former President George Washington.  Since its founding in 1782, the college’s influences have continued to flow through Chestertown like the waterways that surround it.

Chasing the Chesapeake Bay Blue Crab

Grab those wooden mallets because it’s time to chase down the delicate, sweet seafood flavor of the Chesapeake Bay blue crab, and in Kent County, Maryland, the supply is plentiful and the tradition of celebrating the season is lively.

Callinectes sapidus or “beautiful, savory swimmers” have shades of blue mainly on their legs and claws, and some specimens, though rare, are entirely blue. No matter the amount of blue, these crabs harvested from the Chesapeake Bay promise sweet, delicate meat.

It’s a Dog’s Life in Kent County, Maryland

Everyone deserves a vacation, including your pooch, and Kent County, Maryland, is the perfect place for your furry friend to wag its tail and enjoy the refreshing breeze of this waterside community. The area has plenty of pet-friendly lodging, restaurants, parks and stores for them to explore...

Top Must-See Museums

Founded in 1642, Kent County, Maryland, is in itself a virtual museum of American history—from Native American and colonial settlements to the development of important ports and African American progress. Venture anywhere within this charming area and you’re surrounded with reminders of its historical, maritime, agricultural and civic significance, and you won’t want to miss these 10 richly diverse museums.

Eastern Neck Island, For Year-Round Adventure

When the excitement of the holidays fades, banish the wintertime blues with an outdoor adventure to Eastern Neck National Wildlife Refuge in Kent County, Maryland . Just a day trip from Baltimore, Philadelphia and D.C., Eastern Neck Island has nearly 2,300 acres of natural beauty cozied between the Chester River and the Chesapeake Bay.

One of the 500-plus refuges in the National Wildlife Refuge System, Eastern Neck Island is managed by the U.S. Fish and Wildlife Service. Whether under the water, on the water, on land or in the sky, its efforts provide sanctuary for a myriad of life forms. With more than 240 species of birds, including bald eagles, hawks and osprey, tundra swans, Canada geese and other migratory types, it’s a veritable birding haven. Animal lovers will enjoy the diversity of amphibians and reptiles, including diamondback terrapins with their intricately decorated shells and mammals like the endangered Delmarva fox squirrel, white-tailed deer, red fox, beaver, raccoon and more.

Historic Architecture in Kent County, Maryland

The wonderful thing about Chestertown is its living, thriving community and that its architecture celebrates the town’s vibrant evolution over the centuries. The National Register of Historic Places describes the variety of architectural styles to be seen here.

Picture-Perfect Moments in Kent County, Maryland

When you visit the picturesque sites in Kent County, Maryland , you’ll want to keep your camera ready for unique selfies, breath-taking sunsets and large-format landscapes.

Have the Perfect Destination Wedding on Maryland’s Eastern Shore

When you say, “I do,” you want the event, like the lyrics of the everlasting love song, to be unforgettable—not only for you and your future spouse but also for your guests. One way to make it memorable is to take the ceremony somewhere extraordinary. But, go easy on your guests and leave the passports at home because Kent County, Maryland, nestled along the Chesapeake from Baltimore, is convenient and yet remote enough to offer an idyllic and stress-free destination wedding experience that will forever shine in your mind.

Experience Arts and Entertainment at Kent County’s Historic Theaters

From theatrical performances to world-renowned musicians, you’ll find it all in Kent County. A destination for live entertainment, Kent County brings together its unique history and culture in its local theaters. Come enjoy Kent County’s thriving arts scene for yourself. Check the calendar and reserve tickets for a show, because experiencing the Arts in Kent County, Maryland is sure to make your trip to the Upper Eastern Shore of the Chesapeake Bay a memorable one.

Hunting in Kent County

There’s a thrill when you see it—when there are so many geese sweeping down on a marsh, their calls can be deafening, and their wings eclipse the sky. The expanses of river marsh and fields that make up the bulk of Kent County are right along the Atlantic flyway, a migratory funnel that siphons 29 species of waterfowl including geese, ducks and swans by the thousands. These birds fly up to 1,600 miles from their Arctic breeding grounds to here, where they spend the relatively mild winter feeding on underwater grasses, clams, mussels and fields of corn.

The History of the Beaches in Kent County, Maryland

It’s hot and you want to get away for a couple of days to a quiet spot not too far away, where you can play in the water with your kids without the crowds. Where do you go? Take a tip from history. Try a place that’s an hour’s drive closer to Baltimore and Annapolis than Ocean City. Instead of the Atlantic Ocean, dip your toes in the cool, fresh water of the Chesapeake Bay at one of the historic beaches in Kent County on Maryland’s Eastern Shore.

Sweet Delight: Ice Cream in Kent County

Believe it or not, a few of the earliest recipes for ice cream comes from the shores of the Chesapeake Bay, dating back before the American Revolution. One of the most popular recipes in those days was oyster ice cream. It was sort of an oyster stew frappe.

While that sounds as improbable as it does unpalatable, many of the favorite flavors served at Kent County’s numerous ice cream parlors and restaurants are equally quirky but undeniably delicious. One ice cream flavor in particular— Bourbon and Bacon— lures one couple from New Jersey to drive down every year on their anniversary to savor its delights.  Read more..

10 Reasons to Get Married in Kent County, Maryland

Kent County, Maryland offers a unique and peaceful wedding destination on the Upper Eastern Shore of the Chesapeake Bay sure to surprise eager brides and grooms-to-be. If you are embarking on a wedding planning adventure, take a moment to learn why a Chesapeake Bay wedding might be exactly what you want.

A History Buff’s Guide to Exploring Kent County, Maryland

If you are a history lover who enjoys travel that can be infused with rich historical experiences, Kent County is your next dream destination. Nestled into a perfect spot on the Upper Eastern Shore of the Chesapeake Bay, this waterfront destination features remarkable highlights sure to pique the interest of any history buff. Surrounded by the preserved natural beauty of sweeping fields and stunning water views, a history buff cannot help but feel the familiar desire to explore stories of the past, and in Kent County, that desire is sure to be satisfied. Walk the tree-lined brick sidewalks of one of the oldest Mid-Atlantic ports of entry. Explore monuments and museums at your own pace, and without the rush of busy crowds. Immerse yourself in the history of Kent County.

Where to Enjoy Wine and Spirits in Kent County, MD

Kent County, Maryland lies on the scenic Chesapeake Bay peninsula less than a 2-hour drive from Philadelphia, Washington, D.C., Annapolis and Northern Virginia. This historic town, known for quaint shops and restaurants, charming tree-lined streets and sweeping water views is home to distinguished wine and spirit purveyors.

15 Things You Did Not Know About Kent County, Maryland

Only two hours from Philadelphia, Washington, DC, Annapolis and Northern Virginia, serene and quiet Kent County, Maryland, occupies a scenic peninsula, where the Chester and Sassafras Rivers flow into the Chesapeake Bay. The oldest mid-Atlantic port of entry, historic Chestertown lies along the banks of the Chester River. Named among the state’s most significant arts communities by the Maryland State Arts Council, arts and entertainment abound here, as do War of 1812 sites along the Star-Spangled Banner National Historic Trail. Rich with beautiful scenery and diverse activities, here are 15 things you didn’t know about Kent County...

Kent County for Water Lovers: Top Things to Do on Maryland’s Eastern Shore

Whether you’re looking to hook a rockfish from the rich water of the Chesapeake Bay or paddle down one of its beautiful tributaries, Kent County has everything to pique your interest in and around the water. Home to pristine rivers, picturesque harbors and charming small towns, Kent County is a top vacation destination for water enthusiasts. Get ready to bust out your paddle and fishing rod: Here are the top things to do in Maryland’s Eastern Shore for water lovers.

Kent County for Foodies: Great Places to Eat and Drink on Maryland’s Eastern Shore

Home to scenic water views, historic buildings and fabulous restaurants, Kent County is a paradise for traveling foodies. As a fishing county, the area is known for its wealth of seafood cuisine and serious recipes using ingredients from its local waters. In other words, this is a happy place for food connoisseurs and a must-visit destination for foodies on Maryland’s Eastern Shore. Here’s your guide to some of the great places to eat, drink and purchase the best local food in Kent County, and you can see all of the county’s fantastic dining options...

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