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  • The St. Michaels Running Festival to be held Saturday, May 18th, has been one of the premier destination races in the Mid-Atlantic since the inaugural event in 2012. Based in one of the oldest waterfront towns on the Chesapeake, runners will be treated to small-town hospitality, great SWAG, and a rockin' after-party right on the water!

    More information here.

  • Join the Classic Motor Museum for their annual parade of classic cars, floats, and marching bands along Talbot Street on Saturday, May 25th starting at 10:30am and ending at the Classic Motor Museum on East Marengo Street. The public is invited to the museum afterward for food and entertainment.

    More information here.

  • St. Michaels BrewFest will be held June 8th, 2024 12-4ish (rain or shine) located at three venues around town, The Old Mill (hosted by Eastern Shore Brewing) Foxy's Harbor Grille and The Crab Claw.  Choose from VIP, General or DD tickets.  Enjoy music, food and more!

    More information here.

  • About St. Michaels & the Bay Hundred Area

    St. Michaels is a picturesque harbor on Maryland's Eastern Shore and was named as one of the Top 10 Best Small Coastal Towns in America by USA Today.  Its harbor and some homes date back to the mid-1600's, and is home to the Chesapeake Bay Maritime Museum where you can immerse yourself in our maritime history.   

    The St. Michaels area is perfect for outdoor activities including sailing on historic Skipjacks, kayaking, golfing and bicycling.  St. Michaels is also known for exceptional restaurants, from quaint romantic bistros to waterfront restaurants, serving fresh seafood including the best tasting crab cakes!  For shoppers, you will find an eclectic range of boutique shops offering specialty foods, jewelry, clothing, home decor and art galleries throughout the town.  For overnight lodging, we have many small B&B's, award winning inns and full-service hotels to welcome you!

    Come and experience the beauty of St. Michaels and all this charming town has to offer!  See You soon!