Hotels in Eastern Shore

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in The South

Learn more about Eastern Shore

Feasting on blue crabs becomes a sacred ritual here, where watermen still harvest the bay's bounty each dawn. The Chesapeake Bay Maritime Museum in St. Michaels tells the story of boats and the people who built them through hands-on exhibits. Rent a kayak to explore hidden creeks where great blue herons stand like statues in the marsh grass. Historic Oxford and Cambridge offer waterfront charm without the crowds, their streets lined with buildings that have weathered centuries of storms. Assateague Island's wild ponies roam free along windswept beaches, occasionally wandering through campsites with casual entitlement. Don't miss sunset at Tilghman Island, where working skipjacks—the last commercial sailing fleet in America—return with the day's catch.

Long Wharf Park

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Why should I book my Eastern Shore hotel with Hotels.com?
There are lots of reasons to book your Eastern Shore trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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