St. Michaels, Maryland

St. Michaels is one of a cluster of Maryland’s scenic harbor towns including nearby Easton and Oxford. Visit by boat or by car to experience the town’s history, shopping, dining, and museums. The town is listed as one of the Top 10 Small Coastal Towns in America by USA Today and is a great destination for a getaway.

St. Michaels Accommodations

Accommodations are varied and plentiful. Check into one of several guest inns with resort-style amenities such as spas, onsite restaurants, pools, and complimentary bikes to help you explore the town. You’ll also find historic bed & breakfast establishments near the harbor within walking distance of the town’s attraction as well as private vacation rental homes.

St. Michaels Shopping and Dining

Shopping in the harbor town is an amazing experience. Instead of chain stores, you’ll find unique shops and boutiques owned and run by residents. Browse the chic clothing boutiques, stores with nautical home decor, artisan shops, a Christmas shop, and handcraft candy stores that also sell accessories.

After shopping, feast on delicious seafood dishes such as coconut shrimp, fried oysters, salmon tacos, and crab soup on the waterfront. Authentic Italian and French cuisine is served at local bistros and pizzeria and wine bars. Several establishments offer made-to-order or specialty burgers and American comfort food.

Things to See and Do

The best way to experience St. Micheals, Maryland is by foot or by rented bike. Pick up a walking tour map at St. Mary’s Square Museum to help you discover 18th and 19th-century homes and shops that line the historic streets. The Chesapeake Bay Maritime Museum is the town’s main attraction and showcases a collection of both indoor and outdoor artifacts reflecting the area’s commerce and trade culture. The museum also features a few buildings including a cannery and the Hooper Straight Lighthouse. Don’t miss seeing “the Cannonball House” so named for being the only building hit by a cannonball when the clever townfolk fooled the British by raising lanterns to the top of sailboat masts and treetops causing them to overshoot. You’ll also want to book a sailing vessel cruise for a narrated tour with options for lunch or dinner.