Hotels in Eastern Shore

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in Eastern Shore?

Create new moments at Eastern Shore hotels

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.

Great weekend hotel deals in Eastern Shore, MD

Showing deals for:Sep 5 - Sep 7

Top landmarks in Eastern Shore

Learn more about Eastern Shore

Feast on succulent blue crabs and fresh oysters while watching sailboats glide across the Chesapeake Bay. Explore charming waterfront towns like St. Michaels, where you can browse antique shops and visit the Chesapeake Bay Maritime Museum.

Long Wharf Park

Check out reviews of Eastern Shore hotels guests love

Frequently asked questions

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.

Keep exploring

Keep exploring