The Chesapeake House is nestled on a pristine section of Chesapeake Bay waterfront, on the eastern edge of Tilghman Island. In addition to standard guest rooms, the Chesapeake House offers 2 suites. Many of our rooms are directly on the waterfront and offer a choice of king, queen or twin bed configurations.
Guests visit Tilghman Island and stay at the Chesapeake House year-round to enjoy all that this unique and original corner of the Eastern Shore has to offer. Let us plan your trip by checking our featured experiences or explore the island and enjoy shopping, bike rides and so much more!