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  • Midnight Madness

    Saturday, December 7th

    The 18th Annual Midnight Madness will be held on Saturday, December 7, 2019.  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.  Join us for the Inaugural Tree Lighting ceremony on the St. Luke's Church grounds at 5 pm.

    Great shops will be open 'til Midnight with refreshments and snacks, and special sales all day and night during Midnight Madness and enter a chance to win raffle prizes valued at over $15,000 with every purchase from participating sponsors.  

    More information here.

  • Christmas Tree Lighting Ceremony

    Saturday, December 7th 5pm

    The Town of St. Michaels welcomes you to join us for the Inaugural Christmas Tree Lighting Ceremony at St. Luke's Church front lawn on Saturday, December 7th starting at 5pm.  Come join us as we have sing-a-long carols with Santa as we kick-off our 18th Annual Midnight Madness event throughout the Town of St. Michaels. 

    Getaway to St. Michaels to kick off your Christmas spirit and enjoy twinkling lights, festive shopping, romantic restaurants, cozy waterfront inns, great events all month long. 

    More information here.

  • Christmas in St. Michaels

    December 13th - 15th 

    Christmas in St. Michaels is held annually the second weekend in December in historic St. Michaels, Maryland. For more than a quarter century, both ticketed and free events including the Tour of Homes, Holiday Gala, Breakfast with Santa and largest Holiday Parade on the Eastern Shore have celebrated the arrival of the Christmas season.

    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!