Tipsy Teacher Volunteer Squad
Annapolis Midnight Madness
The first two Thursdays of December from 4 pm until Midnight and the third Thursday of December from 4 pm until 11 pm
Downtown Annapolis Partnership proudly presents Midnight Madness—a Historic Downtown Annapolis holiday tradition that encompasses the charm and character of our most beloved memories of Norman Rockwell and Charles Dickens. We will adorn the streets and participating storefronts with holiday decorations, trees, garlands, snowflakes, bows, and lights to create a Downtown Winter Wonderland and free on-the-street entertainment.
Dates and locations
Thursday, December 11, 2025 at 04:00 pm to 11:55 pm - Eastern Time (US & Canada)
Main Street, West Street, Maryland Avenue, State Circle, Market Space, and Dock Street,
Maryland Avenue & State Circle Merchants, State Circle, Annapolis, MD, USA
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Volunteer here! Feel free to sign up for multiple time slots. Please provide full name and contact information for each volunteer. Contact Sarah if you are unable to make it or running late.443-867-9174
03:45 pm - 07:00 pm - Eastern Time (US & Canada)
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Pour Wine2 spots available
06:45 pm - 10:00 pm - Eastern Time (US & Canada)
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Pour wine2 spots available
09:45 pm - 11:55 pm - Eastern Time (US & Canada)
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Pour Wine2 spots available
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