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Midnight Madness -
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22nd Annual Midnight Madness Saturday, December 2, 2023 - Raffle Begins at 11pm at The Galley Restaurant
Shop, Dine, Stay at participating businesses to receive tickets for your chance to win amazing gift baskets.
Raffle tickets are being distributed by participating retail shops NOW through Saturday, December 2nd. All participating restaurants and lodging businesses will be distributing tickets on Friday, December 1st and Saturday, December 2nd.
Shopping on Saturday, December 2nd will be all day and all night, with most businesses staying open until at least 10:30pm. Raffle begins at 11 pm at The Galley and you will need to be there in person to win!
Celebrating the holidays in St. Michaels is a tradition for many, and this year is no different. Maryland’s Eastern Shore is home to many picturesque towns, but none embody an old-fashioned holiday feel quite like St. Michaels. With 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.
This year's 22nd Annual Midnight Madness event starts with the lighting of the Christmas Tree at St. Luke's Church on Friday, December 1st. The tree lighting started in 2021 as a way to show support for the businesses in town and adorns ornaments representing the businesses. On the morning of Midnight Madness, start your day out with a brisk run or walk with St. Michaels Running Company's Holiday Hustle, a scenic 5k Run/Walk along St. Michaels Nature Trail (weather permitting).As day turns to night, St. Michaels becomes a beautiful twinkling Christmas Village. Shops will be open late with refreshments and snacks, and special sales during Midnight Madness, plus each purchase at participating businesses gives you a chance to win gift baskets!
Look for Midnight Madness sponsor posters at your favorite shop, restaurant or lodging locations.
Midnight Madness kicks off at The Galley at 9pm with Musician/DJ Bobby Reed, who will be singing songs, playing favorite holiday tunes and will have audience participation until the drawings start at 11pm.
Drawings start at 11:00pm at The Galley Restaurant and participants must be present to win.Thanks to the many participating Midnight Madness sponsors and donations from businesses, Midnight Madness would not happen without them!
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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.
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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.
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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.
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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.
