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  • Welcome to 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!

  • Midnight Madness

    December 2

    The 16th Annual Midnight Madness will be held on Saturday, December 2, 2017!

    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 prices valued at over $15,000 with every purchase from participating sponsors.   Look for Midnight Madness sponsor posters at your favorite shop, restaurant or lodging location.

    More information here.

  • Tilghman Crab Pot Christmas Tree Lighting & Boat Parade

    December 9

    Join the Tilghman island community, businesses and residents, for our annual Crab Pot Christmas Tree Lighting and Boat Parade. The event, now in its [xx] year has become a staple for the island an a kickoff for the Holiday Season. The tree lighting and boat parade features fun for children and adults of all ages.

    More information here.

  • Christmas in St. Michaels

    December 8 - 10 

    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.

    We invite you to join with us as we welcome Santa, the Christmas spirit and the joy of giving.  See website for complete details.

    More information here.