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  • St. Michaels Concours D’Elegance

    September 29, 2019

    Jaguar Land Rover of Annapolis, presents the 13th Anniversary of St Michaels Concours d’Elegance to be held on Sunday, September 29, 2019 on the idyllic Linden Lawn and Gardens of Inn at Perry Cabin. This year the Concours has expanded to include the Chesapeake Bay Motoring Festival, an additional showing of classic and antique cars along with concessions and sponsor tents in the Fogg Cove Landing waterfront campus portion of the Chesapeake Bay Maritime Museum. One ticket purchase is good for both events which expands the traditional number of classics being presented. 

    More information here.

  • Mid-Atlantic Small Craft Festival XXXVI

    Friday & Saturday, October 4 - 5, 2019  

    On Friday & Saturday, October 4 & 5, 2019, the Chesapeake Bay Maritime Museum will host one of the nation’s largest gatherings of small boat enthusiasts and unique watercraft at the Mid-Atlantic Small Craft Festival XXXVI.

    Hundreds of amateur and professional boatbuilders and enthusiasts come from all over the region to display their one-of-a-kind kayaks, canoes, and other traditional small craft.

    More information here.

  • Fall into St. Michaels

    October 19 - 20, 2019

    The change of the season brings excitement and vibrant color to the town, as residents and businesses celebrate Fall into St. Michaels.  The autumn months are a perfect time to visit St. Michaels for a romantic retreat or a family get away.

    The annual pumpkin carving and pie baking contest will be held in the St. Michaels Community Center on Railroad Avenue.   Stop by and vote for all your favorites, then grab a slice or two of pie, all proceeds benefit the St. Michaels Community Center!   The annual Jack Russell races will continue on Sunday October 20th and the scarecrow contest is held throughout town with winners announced November 1st.

    More information here.

  • Every Saturday 8:30 a.m. - 11:30 a.m.

    St. Michaels Farmers Market is a local, producer-only farmers market, operating Saturdays (April 13, 2019 - November 29, 2019) from 8:30 a.m.-11:30 a.m. RAIN OR SHINE. We are in the Public Parking lot - 204 S. Talbot Street) between Talbot and Fremont Streets, one block from the library in St. Michaels, MD.  ALL vendors can accept cash in addition to credit, debit and SNAP/EBT cards! 

    More information here.

  • Every Saturday 9:00 a.m. - 11:00 a.m.

    Take the car out of the garage and head over to the Classic Motor Museum for Cars & Coffee every Saturday! Coffee sponsored by Blue Heron Coffee.

    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 inns along with several larger full-service hotels.  Come and experience the beauty of St. Michaels and all this charming town has to offer!