Town of St. Michaels, Maryland

Nestled along the Miles River in the heart of the Chesapeake, the historic waterfront town provides itineraries for trips of all kinds, from romantic getaways to family vacations. Home to museums and boutiques, award-winning dining and accommodations, gourmet restaurants and crab shacks, and plenty of adventure by land or by sea, foodies, sailors, wine connoisseurs and art enthusiasts alike can get lost in all the town has to offer. Partake in a tour and a tasting at the town’s winery, brewery or distillery. Choose a quiet weekend to explore the town on your own, or be inspired by energy of other visitors by planning your trip around one of the many lively town-wide events.