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The Oaks Waterfront Inn & Events
Located on an inlet of the Chesapeake Bay, minutes from St. Michaels, The Oaks offers spacious guest rooms, extraordinary waterfront event facilities, renowned cuisine and detail oriented service.
Black Walnut Point Inn
A secret place of peace, Black Walnut Point Inn is a unique six acres of gardens and lawn surrounded by the Chesapeake Bay. The sanctuary's wind and waves restores what is robbed by everyday life.
St. Michaels Harbour Inn & Marina
St. Michaels Harbour Inn, Marina & Spa is a full-service resort situated right off the Miles River in the Eastern Shore resort town of St. Michaels, Maryland.
Wades Point Inn
An historic country waterfront Bed and Breakfast Inn, with sweeping views of both the Chesapeake Bay and the Eastern Bay ~ beautiful Sunrises and Sunsets ~ only 5 minutes from St Michaels.
Old Brick Inn
An elegant 20-room boutique hotel in the heart of St. Michaels. We feature wine tastings, a beautiful courtyard to relax in and a delicious gourmet breakfast to start your day!
Wylder Hotels - Tilghman Island
The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear.
Aida's Victoriana Inn
Adjacent to Honeymoon Bridge and the Chesapeake Bay Maritime Museum in the heart of Historic St. Michaels. Walking distance to all the attractions. Come sit back and enjoy life for a while.
Inn at Perry Cabin
Tucked along a private corner of the Chesapeake Bay, Inn at Perry Cabin and its award-winning restaurant Stars remain the only Forbes-rated destinations on the Eastern Shore.
Tidewater Vacations - Waterfront Rental Homes
Our inventory of vacation homes is on a par with the luxury and comfort offered in the Hamptons. All our exclusive, prestigious waterfront homes have private pools, docks, and some have tennis courts.
Theo's Steaks, Sides & Spirits
Theo's Steaks, Sides and Spirits. Sleek, yet traditional steakhouse with hand carved steaks, upscale appetizers and all American classics. Theo's loft upstairs is perfect for your private events.