St. Michaels, Maryland

Set beside the historic Chesapeake Bay, St. Michaels, Maryland, is home to Inspirato’s Chesapeake Estate, a quintessential waterfront residence with a private pier, sprawling yard, and large, heated swimming pool. With its large, open great room and gourmet kitchen, the home is perfect for the whole family to relax together after days filled with activities like fishing, swimming, and yard games.

For couples or individuals, the Inn at Perry Cabin offers elegant, classically furnished accommodations set in a colonial-style, 19th-century manor.

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Coastal Small Town Living

Located on a long neck of Maryland's eastern shore, the Inn at Perry Cabin by Belmond sits on manicured gardens and grounds. With its roots in ship building and tobacco, St. Michaels is laid-back. This coastal retreat recently named one of the Top Ten Romantic Escapes in the USA by Coastal Living magazine. This is small town coastal Americana at its finest; kids and adults alike roam free and enjoy days on the water. Whether you stay at our stunning Chesapeake Estate residence or with Belmond, you’ll feel like you're in the pages of a history book with noteworthy bay vessels and skipjacks dotting the coastline and woodlands extending across the region.

Quick Facts

  • Suggested Airports
    Easton Airport (ESN), Baltimore–Washington International Airport( BWI)
  • History
    Tobacco and Ship Building
  • Town Size
    1.24 square miles
  • Location
    Miles River
  • Wine Fest

Fresh Things to Do

Featured Activity

  • Chesapeake Bay Maritime Museum

    One of the main draws to St. Michaels is the Chesapeake Bay Maritime Museum, founded on Navy Point in 1965. This interactive museum spans 18 acres, 35 buildings and the world's largest collection of Chesapeake Bay boats. This waterfront campus is one of the most famous working shipyards in the U.S. and absolutely worth a visit. Check the museum website for their seasonal hours.

    Waterman's Wharf. During this exciting hands-on exhibit, harvest your meal straight out of the waters of Fog Cove with an eel or a crab pot.

    Oystering on the Chesapeake. The oyster industry is an age-old trade in Maryland and the museum offers a tour of this long-standing tradition with a working waterman.

    Floating Fleet. Likely the museum's most famous collection, view well-known boats that include the Edna E. Lockwood, the last sailing log-bottom bugeye. You will also see the Edmee S., a log racing canoe staffed by the museum during local canoe races, and the Old Point dredge boat, which was built all the way back in 1909.

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Travel Tips

Map of St. Michaels, Maryland

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