Hotels in Chesapeake Bay

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Where to stay in Chesapeake Bay?

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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Top landmarks in Chesapeake Bay

Learn more about Chesapeake Bay

Cruise the bay's tranquil waters, spotting ospreys and exploring charming waterfront towns like St. Michaels. Feast on succulent blue crabs and fresh oysters at local seafood shacks dotting the shoreline.

USS Wisconsin BB-64 featuring a marina

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Why should I book my Chesapeake Bay hotel with Hotels.com?
There are lots of reasons to book your Chesapeake Bay 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.