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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!

  • Join us for our 15th Annual Midnight Madness, St. Michaels December 3rd
  • Upcoming Events

  • Midnight Madness

    Saturday, December 3

    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.

    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.

  • The Great Tilghman Island Crab Pot Tree Lighting and Boat Parade

    Saturday, December 3

    Festivities for the holiday will begin at 5:30 at Character’s Bridge Restaurant. Walk across the street to witness the The Great Crab Pot Christmas Tree Lighting at 6:30 pm on the Phillips Wharf Campus in Tilghman Island, MD. Santa will be available for photos and cocoa and cookies will be available on site. Following the tree lighting, there will be a boat parade featuring local sailboats, powerboats and fishing boats decorated by Tilghman Island residents. The events at Phillips Wharf are free to the public.
    Learn more here.

  • Christmas in St. Michaels

    December 9 -11

    Christmas in St. Michaels is held annually each December in historic St. Michaels, Maryland. For more than a quarter century, visitors and residents have celebrated the arrival of the Christmas season during this weekend. Proceeds from ticketed events and the sales of our very popular Collectors Ornaments have raised more than one million dollars to directly benefit local, non-profit organizations in our community. We invite you to join us as we welcome

    More information here.