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  • Shop, Dine, Stay at participating businesses on Saturday, December 2nd to receive tickets for your chance to win amazing gift baskets. 

    Celebrating the holidays in St. Michaels is a tradition for many. Our quaint shops, world-class dining and jolly spirit, St. Michaels is transformed during the holidays into a Christmas Village. 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 is hosting its 36th year of celebrating joy with a full menu of weekend events taking place in the heart of historic waterfront St. Michaels, Maryland this December 8th – 10th.  This is the event’s 36th year of fundraising festivities, including a Lighted Boat Parade and festive Talbot Street Parade; a Tour of Homes; Breakfast with Santa; Holiday Music and Meals; a Marketplace and Sweet Shoppe, and more. 

    Tickets and more information here.

  • The Christmas in St. Michaels parade will be held Saturday, December 9th at 10:30am.  The traditional Christmas parade is the largest on the Eastern Shore, complete with marching bands, antique cars and boats, fire engines, horses, kazoo bands and llamas and more!  Come early on Saturday morning to get a great spot along the parade route on Talbot Street.

    As day turns to night, head down to the harbor to view the lighted boat parade starting at 6pm.  Book reservations at a waterside restaurant or lodging or catch them along the harbor at the Chesapeake Bay Maritime Museum or Muskrat Park. 


    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!