Visit the national park famous for its horses that roam free.
Wild Horses on Assateague Island

10 Things to Do on the Eastern Shore

Maryland’s Eastern Shore is home to spectacular sunsets, world-class seafood and produce, nature, history and so much more. Take the trip of a lifetime to Maryland’s Eastern Shore and check these things to do off your list!

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Visit the national park famous for its horses that roam free.

1 Watch a rocket launch while camped with wild horses, Assateague Island National Seashore

Camping at Assateague, home of the famous wild horses, always makes for a memorable vacation, but try visiting when NASA’s nearby Wallops Island flight facility is due to launch. There’s nothing quite like the site of a rocket hurtling towards the heavens to put the exclamation point on an Assateague adventure.

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Scenic Points & Landmarks

7206 National Seashore Ln
Berlin, MD 21811

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Wye Grist Mill and Museum

2 Step back to a simpler time with a visit to Wye Grist Mill, Wye Mills

The Wye Grist Mill has been hard at work since 1682 and continues producing grain to this day. With its beautiful water wheel and massive grinding stones, the mill is still converting the bounty of its nearby Eastern Shore farms into flour, so make sure to take a bag home from this mill that supplied flour to General George Washington’s Revolutionary War army. 

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Agriculture & Farms

900 Wye Mills Rd.
Wye Mills, MD 21679

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Birds at Blackwater National Wildlife Refuge

3 Marvel at the untamed Chesapeake at Blackwater National Wildlife Refuge

Stand in awe under a sky dotted with eagles and lose yourself in Blackwater’s primeval forests. Blackwater National Wildlife Refuge is home to three distinct ecosystems and a stunning array of wildlife.

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Scenic Points & Landmarks

2145 Key Wallace Dr
Cambridge, MD 21613

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Frontier Town Campground

4 Go West, young man, to Frontier Town, Whaleyville

Just a stone’s throw from Assateague and Ocean City is Frontier Town, where the Old West is alive and well. A Maryland institution for more than 50 years, pan for gold, take a ride on a stagecoach, and enjoy the six-iron thrills of Frontier Town’s legendary Old West show.

More about Frontier Town Campground, Wild West Show, Waterpark and High Ropes Adventure Park

Boating & Sailing

Rt. 611, Stephen Decatur Highway
Ocean City, MD 21843

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Portrait of Harriet Tubman

5 Walk in the footsteps of Harriet Tubman

“The Moses of Her People,” Harriet Tubman escaped from slavery but returned to her Eastern Shore home to lead others to freedom, becoming perhaps the most famous conductor on the Underground Railroad. You can retrace her historic journeys along the Harriet Tubman Underground Railroad Byway and the soon to open Harriet Tubman Underground Railroad National Park.

Bartlett Pear Inn

6 Dine at the Bartlett Pear Inn, Easton

Offering up sumptuous feasts of locally sourced foods and artisanal cocktails that will wow the most discerning pallet, chef Jordan Lloyd’s Bartlett Pear Inn was named one of the 100 Very Best Restaurants by Washingtonian magazine. Consider combining dinner with a stay at adjoining boutique hotels. 

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Fine Dining

28 S. Harrison Street
Easton, MD 21601

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Casino at Ocean Downs

7 Play the ponies then hit the slots at Ocean Downs, Berlin

There’s nothing quite like a day at the races, and Ocean Downs’ historic trotters track is a one-of-a-kind raceway. After the races, hit the casino for slots, simulcast horse-racing and great food at Ocean Downs. Then treat yourself to a first-rate steak at Pacers. 

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Gaming & Casinos

10218 Racetrack Rd
Berlin, MD 21811

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Bending Water Park

8 Paddle the Indian Water Trails on a guided canoe tour of Bending Water Park, Marion Station

Follow a native guide through Bending Water Park while paddling this traditional home of the Accohannock Tribe. Miles of trails skirt pristine wetlands with no manmade structures in site. Dip your paddle and get a taste of unspoiled Maryland wilderness.

Striped-bass rock fish in Loch Raven

9 Charter a boat and head out on the Chesapeake for an angling adventure

Chesapeake Bay rockfish make for some of the best fishing in the world and there’s a flotilla of charters on the Eastern Shore just waiting to take you out for a day on the Bay.

Crab Capital of the World Sign

10 Catch the annual National Hard Crab Derby, Crisfield

Crisfield is an amazing destination 365 days a year (and 366 in leap years!), but there’s something about the National Hard Crab Derby that makes for a must-do adventure. In addition to the great crustacean race, the Derby includes parades, a carnival and the Miss Crustacean contest. 

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715 Broadway
Crisfield, MD 21817

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Eastern Shore Photos & Videos

Kayaking at Janes Island State Park
Janes Island is an ideal spot for watersports like kayaking.
Crabs at Harris Crab House, Grasonville
Enjoy crabs and beer while dining on the deck or inside at Harris Crab House.
Duck Hunting on the Eastern Shore
The Eastern Shore of Maryland has some of the best duck hunting in the world.
Hooper Strait Lighthouse
See this 1879 Hooper Strait Chesapeake screw-pile lighthouse at Chesapeake Bay Maritime Museum
Hooper Island Lighthouse
Hooper Island Lighthouse
The Inn at Perry Cabin in St. Michaels
Take in the tranquil water views at this popular Eastern Shore inn.

Eastern Shore

Trip Ideas

Eastern Shore Bed & Breakfasts and Inns

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Eastern Shore Events

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Eastern Shore Hotels & Motels

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Visit the national park famous for its horses that roam free.
10 Things to Do on the Eastern Shore

Maryland’s Eastern Shore is home to spectacular sunsets, world-class seafood and produce, nature, history and so much more. Take the trip of a lifetime to Maryland’s Eastern...


Eastern Shore Attractions

Search our comprehensive list of attractions on the Eastern Shore here.