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  • St. Michaels will celebrate it's 20th annual Midnight(ish) Madness on Friday, December 3rd and Saturday, December 4th. 

    Every year the Town of St Michaels is transformed into a picture perfect holiday postcard, the shops, restaurants and B&B’s are decorated with stunning greenery, lights and festive cheer.

    The holiday spirit is felt throughout town, which makes coming to St Michaels during the holiday season a special experience, year after year, and provides a wonderful backdrop to shop for the holidays.


    More information here.

  • Christmas in St. Michaels will be held December 10th through the 12th with holiday activities all weekend. For more than a quarter century Christmas in St. Michaels delights all ages with holiday events including the Tour of Homes, Breakfast with Santa and the largest Holiday Parade on the Eastern Shore to celebrate the arrival of the Christmas season.  The holiday boat parade will again light up the night on Saturday night on the harbor.  Come to St. Michaels this holiday season and capture the Christmas spirit and the joy of giving.

    More information here.

  • 11th Hour Holiday Shopping Event in St. Michaels Friday, December 17th through Sunday, December 19th will keep you in the holiday spirit in one of Maryland's best Christmas destinations.  Shop St. Michaels this Christmas season, support small businesses and find the perfect gifts and have a chance to win a Grand Prize basket from St. Michaels businesses. 

    Wishing you a magical holiday season!

  • 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!

  • Special thanks to William Wilhelm Photography, the Town of St. Michaels and the Chesapeake Bay Maritime Museum for the use of their photos.

St. Michaels Maryland Business Association
 PO Box 1221, St. Michaels, MD 21663


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