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  • Celebrating the holidays in St. Michaels is a tradition for many. Maryland is home to many picturesque towns, but none embody an old-fashioned holiday feel quite like St. Michaels.
    With our quaint shops, world-class dining and jolly spirit, St. Michaels is transformed during the holidays into a Christmas village.
    Join us as we start our Countdown to Christmas in December as 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. 

     

  • This years 21st Annual Midnight Madness event is a fun event for everyone!   It kicks off with St. Michaels Running Company's Holiday Hustle, a scenic 5k Run/Walk along St. Michaels Nature Trail, from 1pm-4pm there will be a Cookie Contest & Bake Sale and Ugly Sweater Contest for humans and dogs! 

    As day turns to night, St. Michaels becomes a beautiful twinkling Christmas Village.  Shops will be open late with refreshments and snacks, and special sales during Midnight Madness, plus each purchase at participating businesses gives you a chance to win raffle prizes valued at over $15,000.  

    More information here.

  • Christmas in St. Michaels is celebrating its 36th year of fundraising festivities with the return and expansion of its weekend of holiday events taking place on the water and in the heart of historic St. Michaels, Md. this Dec. 9 - 11. This year’s events include a Lighted Boat Parade and festive Talbot Street Parade; a Tour of Homes; Breakfast with Santa; Holiday Music and Meals; a Santa Dash; a Marketplace and Sweet Shoppe, and a Light up the Night drive-by house and harbor tour. 

    More information here.

     

  • Save the Dates for Upcoming Holiday Events

  • 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

 info@stmichaelsmd.org

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