Chesapeake Bay town is known as the “Town that fooled the British.” According to legend, residents who had been warned of an impending British attack hung lanterns in ship masts and tree-tops. The tactic worked and British cannons overshot the town.

With its rich nautical history, specialty shops, museums, and thriving art community, the town attracts a steady flow of visitors. Visitors make day excursions or stay at bed and breakfasts and explore the local attractions over several days.

Saint Michaels is a popular port of call for sailboaters, cruisers, and other boating enthusiasts. The waterfront and nearby creeks are also popular destinations for kayaking enthusiasts, fishermen and recreational crabbers.

St. Michaels’ main attraction is the Chesapeake Bay Maritime Museum. This excellent museum includes an indoor/outdoor collection of items related to Chesapeake Bay commerce & trade, navigation, fisheries, and waterfowling. The museum includes several historic buildings, including the Hooper Straight Lighthouse and a cannery warehouse, plus a collection of 85 vessels.  This collection of sail, power, and row boats is the largest and most important collection of its kind in the world.

Wineries, Brewery, and Distillery

The St. Michaels Winery crafts boutique wines in the historic Old Mill. Wine tastings are available daily. The winery is  located at 605 S. Talbot Street.

Eastern Shore Brewing is located next door to St. Michaels Winery. The brewery crafts a number of year-around and seasonal brews, which are available for sampling in their tasting room.

Lyon Distilling Company is located just around the corner from Eastern Shore Brewing and St. Michaels Winery, on E Marengo Street.  They a small batch distillery making rum and whiskey. Tastings and tours are available.

Great Shoals Cellars offers tasting flights, glasses, and bottle sales of their wines and hard ciders at their Talbot Street tasting room (500 S. Talbot Street). 

The St. Michaels Fresh Farm Market is open in Saturdays 8:30 a.m. to 11:30 a.m. from April to October.  A “producer only” market at which local farmers sell only what they grow.  Located in the municipal parking lot at 204 S. Talbot Street.