Things to do in Eastern Shore
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Most popular activities in Eastern Shore
Tours & day trips
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Bethany Beach Blitz Scavenger Hunt
Water activities
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Kayak Tour along Assateague & Chincoteague Island, Virginia
History & culture
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Half Day Private Bus Tour of Annapolis Up to 13 people
Adventure & outdoor
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Assateague Island: Bike Rental from the Bayside Stand
Discover the most popular places to visit in Eastern Shore
Ocean City Boardwalk
Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.
Ocean City Beach
Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.
U.S. Naval Academy
See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.
Jolly Roger Amusement Park
Bring your family to Jolly Roger Amusement Park and have a fun-filled day at this theme park in Ocean City. Amble around this family-friendly area's seaside, or seek out the golf courses.
Longwood Gardens
Explore the great outdoors at Longwood Gardens, a lovely green space in Kennett Square. Stroll along the riverfront or visit the shops in this family-friendly area.
Maryland Beach
Why not spend a carefree afternoon at Maryland Beach during your travels in Ocean City? Stroll along the seaside in this family-friendly area, or check out its lively bars.
Roland E. Powell Convention Center
Learn about the events happening at Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the beautiful beaches or discover the beautiful sunrises in this family-friendly area.
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
Frontier Town Water Park and Golf
Bring the kiddos to Frontier Town Water Park and Golf and have a fun-filled day at this theme park in Berlin. Stroll along the beautiful beaches in this family-friendly area, or seek out the golf courses.
Discover the most popular landmarks and neighborhoods in Eastern Shore
North Ocean City
North Ocean City is known for its stunning beaches, and you can see some sights in the area like Ocean City Beach and Carousel Ice Skating Rink.
Downtown Ocean City
If you're spending some time in Downtown Ocean City, Ocean City Beach and Ripley's Believe It or Not! are top sights worth seeing.
Midtown Ocean City
Midtown Ocean City is beloved for its stunning beaches. Take some time to explore sights in the area like Ocean City Beach and Seacrets Distilling Company.
Ocean Pines
You'll enjoy the beaches and live music in Ocean Pines. You might want to make time for a stop at Ocean Pines Golf and Country Club or River Run Golf Club.
West Ocean City
The beaches and seaside views are top of the list for many visitors to West Ocean City. A stop by Tanger Outlet Center or Ocean City Harbor might round out your trip.
Sunset Island
While there might not be top attractions in Sunset Island, you can explore the larger area and discover places like Seacrets Distilling Company and Ocean Plaza Mall Shopping Center.
