• Midnight Madness St Michaels
  •   Midnight Madness

  • 20th Annual Midnight Madness Friday, December 3rd and Saturday, December 4th, 2021

    Each year, the town of St Michaels is transformed into a picture perfect holiday postcard, the shops, restaurants and B&B’s are decorated with stunning greenery, lights and festive cheer.

    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.   


  • Visiting St. Michaels during the holiday season is a special experience and provides a wonderful backdrop to shop for the holidays in our coastal harbor town as we celebrate Christmas in St. Michaels.   

    The Town of St. Michaels is filled with the holiday spirit and the festivities will begin on the first weekend in December for the 20th Annual Midnight(ish) Madness on Saturday, December 4th

    The Midnight Madness elves have worked hard to keep the tradition alive while keeping in mind the welfare of businesses and visitors to make your experience safe and enjoyable.     The hybrid virtual/in person drawing will be held at The Galley, the Midnight Madness headquarters, located in the heart of town on Talbot Street.   

    As in previous years, Midnight Madness will have amazing gift baskets donated from participating businesses.    Participating businesses will distribute raffle tickets with qualifying purchases on Friday, December 3rd and Saturday, December 4th.  Limited distribution and less tickets offers more opportunities to win amazing baskets filled with gift certificates and goodies!   

    The Midnight(ish) Madness Gift Basket Drawing will be held on our Midnight Madness St. Michaels Facebook Page starting at 10pm!!  Winners will be notified via phone call starting at 10 pm so be sure to watch and wait for the call!  You must answer to win!

    Thanks to the many participating Midnight Madness sponsors and donations from businesses, Midnight Madness would not happen without them! 


  • 2021 Midnight Madness Sponsors 


  • Upcoming Events

  • St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. Find the perfect place to fit your needs here.

  • Nothing says Chesapeake Bay like a steaming pile of locally caught Maryland blue crabs, and our restaurants are serving the Chesapeake Bay's bounty, from steamed crabs and crab cakes to sweet soft shell clams and fresh rockfish.  Find the perfect restaurant here.

  • St. Michaels offers shopping galore, with an eclectic range of shops, including jewelry, clothing and home decor, galleries and more!   Stop by one of the many tasting rooms, offering specialty foods and locally made libations. Find our unique shops here.

  • Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors!  Find your boating options here.

  • 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


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