St. Michaels, Maryland
The charming towns and countryside of the Chesapeake Bay are pretty glorious, and you can’t do much better than St. Michaels (about a 90-minute drive from Washington, D.C.). Maritime life looms large at the town’s namesake museum and gorgeous harbor, while the assemblage of brightly colored shops and Victorian homes make the downtown area feel like a movie set. We wouldn’t blame you, however, if you spent your entire stay at the Inn at Perry Cabin, a nautically-themed hotel with upholstered sleigh beds, a brick-walled garden, and fresh seafood served right on grounds.