Midnight Madness

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. The streets will be filled with entertainment and holiday decorations, and the shops will have refreshments and sales. It is the perfect opportunity to get your holiday shopping done and see why Annapolis is ranked as one of the Top Christmas Toowns in the nation. Bring your friends and family and enjoy the holiday season together. 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.