St. Michaels B&B

Located in Tracys Landing, The Inn at Tacaro Estate is in a rural location, within a 15-minute drive of Upper Yough River and Bayside History Museum.

Located in Easton, The Oaks Waterfront is on the waterfront, a 5-minute drive from Saint Michaels Village and 6 minutes from St. Michaels Winery.

With a stay at Parsonage Inn in St. Michaels, you'll be in the historical district, within a 15-minute walk of Chesapeake Bay Maritime Museum and St. Michaels Winery.

When you stay at George Brooks House B&B in St. Michaels, you'll be within a 5-minute drive of Chesapeake Bay Maritime Museum.

With a stay at Flag House Inn, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.

Located in Oxford, Robert Morris Inn is on a river, within a 5-minute drive of Oxford Museum and Play Ball Dog Park.

When you stay at Hummingbird Inn in Easton, you'll be in the historical district, within a 10-minute walk of Avalon Theatre and Talbot County Visitor Center.

With a stay at Marvel's on the Creek in East New Market, you'll be 10.6 mi (17.1 km) from Bay Country Shop and 11.4 mi (18.4 km) from Eastern Shore Hospital Center.

Located in Rock Hall, Inn at Huntingfield Creek is on the waterfront, within a 5-minute drive of The Mainstay and Rock Hall Harbor.

In the heart of Annapolis, Inn at Horn Point is within a 5-minute drive of Annapolis Maritime Museum and Annapolis City Dock.

Located in Trappe, this bed & breakfast is a 4-minute drive from Bill Burton Fishing Pier State Park and 6 minutes from Dorchester County Visitors Center.

Located in Tilghman, Black Walnut Point Inn is by the sea, a 4-minute drive from Tilghman Watermen’s Museum and 6 minutes from Talbot County Library Tilghman Branch.