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 off your to do list!
1 Wild Horses Roam
Maybe your summer means a visit to the pristine beaches of Assateague Island National Seashore and State Park. Camp by the dunes and wake to the hoof beats of wild horses on the sand accompanied by the crash of waves and gulls calling overhead. It truly is a magical place.
More about Assateague Island National Seashore
7206 National Seashore Ln
Berlin, MD 21811
2 Visit Chesapeake City Historic District
Historic Chesapeake City is on the National and Maryland Historic Registries. This beautiful town features lovely restored homes, inns and B&Bs. You will find great shops, eateries, Canal Museum, bike trail and outdoor summer concerts.
More about Chesapeake City Historic District
History & Heritage
100 Bohemia Avenue
Chesapeake City, MD 21915
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.
More about Blackwater National Wildlife Refuge
2145 Key Wallace Dr
Cambridge, MD 21613
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, you can 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, Western Theme Park, Water Park and High Ropes Adventure Park
Rt. 611, Stephen Decatur Hwy
Berlin, MD 21811
5 Walk in the footsteps of Harriet Tubman and Frederick Douglass
Trace American Heros Birthplace of American icons of freedom Frederick Douglass and Harriet Tubman, Maryland’s Eastern Shore is deeply rooted in African-American history. “The Moses of Her People,” Harriet Tubman escaped from slavery and returned to her Eastern Shore home to lead others to freedom. Retrace her historic journeys along the Harriet Tubman Underground Railroad Byway and be sure to visit the Harriet Tubman Underground Railroad Visitor Center and State Park. Discover the real Frederick Douglass in the places that shaped him on a driving tour that starts on the Eastern Shore.
More about Harriet Tubman Underground Railroad Visitor Center and State Park
4068 Golden Hill Rd
Church Creek, MD 21622
6 Inn at Perry Cabin, St. Michaels
Slow the pace for leisure days and pampering in luxurious settings with Inn at Perry Cabin resort and spa in St. Michaels. From recreational amenities, like boating and golfing, to warm, welcoming service and beautiful water views, time along the Miles River is quiet and well spent.
More about Inn at Perry Cabin
Bed & Breakfasts and Inns
308 Watkins Ln
St. Michaels, MD 21663
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.
More about Ocean Downs Casino
Gaming & Casinos
10218 Racetrack Rd
Berlin, MD 21811
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 man-made structures in sight. Dip your paddle and get a taste of unspoiled Maryland wilderness.
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.
10 Catch the annual National Hard Crab Derby, Crisfield
Crisfield is an amazing destination 365 days a year, 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.
More about National Hard Crab Derby
Crisfield, MD 21817
11 Reach the Dreamy Beach
For generations, people have made the scenic trip across the Eastern Shore to Ocean City, the quintessential American beach town. Plunge into the cool waters of the Atlantic and body surf the waves as majestic works of art from The Kite Loft soar overhead.
12 Find Art Inspired by Nature
The Ward Museum of Wildfowl Art in Salisbury captures the craft and artistry of decoy carving with a collection of contemporary masterpieces and centuries-old, indigenous works of art.
More about Ward Museum of Wildfowl Art
Arts & Culture
909 S Schumaker Dr
Salisbury, MD 21804
13 Taste the Chesapeake
No trip to the Eastern Shore is complete without a sampling of the bay’s bounty. Red hot, spicy steamed crabs fresh out of the pot make for an unforgettable, only-in-Maryland feast. Just make sure to ask a local to show you the ropes— picking crabs is an art form all its own. Don’t miss Chesapeake oysters—fried, steamed, raw or in a stew.
Check out the Eastern Shore region of the Maryland Crab & Oyster Trail (Lower Eastern Shore, Middle Eastern Shore, Upper Eastern Shore).