Midnight Madness

A Festive Shopping time in Downtown Annapolis 

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The first two Thursdays of December from 4 pm until Midnight and the third Thursday of December from 4 pm until 11 pm

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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.

Residents and visitors are invited to stroll along Main Street, West Street, Maryland Avenue, State Circle, Market Space, and Dock Street from 4 PM until Midnight to support our local businesses. When we Shop locally, we reinvest in our community and help our downtown businesses thrive. Check out all the stores, galleries, and boutiques throughout the downtown area.

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You can also shop at many of the stores and restaurants in downtown Annapolis online shop our stores online by clicking here or buy local restaurant gift cards by clicking here.

A very special thank you to our premier sponsors: Sheehy Lexus of Annapolis and the City of Annapolis for their strong support! Thank you to our media sponsors What's Up Magazine and Eye on Annapolis. Thank you to South Annapolis Yacht Center and Diehl's Produce for sponsoring this year's Christmas tree and to RBC Wealth Management for sponsoring Snowflake Alley, You are all great partners in making downtown Annapolis even better.