Downtown Annapolis Partnership proudly presents Midnight Madness—an Historic Downtown Annapolis holiday tradition that encompasses the charm and character of our most beloved memories of Norman Rockwell and Charles Dickens.

The streets and participating storefronts are adorned with holiday decorations, trees, garland, snowflakes, bows and lights to create a Downtown Winter Wonderland. Residents and visitors are invited to stroll along Main Street, West Street, Maryland Avenue, State Circle and Dock Street from 6PM until Midnight to support our local businesses.

When we Shop Local, we reinvest in our community and help our downtown businesses thrive. Check out all the stores, galleries and boutiques along West Street, Maryland Ave, State Circle, Main Street, Market Space, Randall Street and Dock Street.

A very special thank you to our premier sponsor, Sheehy Lexus of Annapolis for their ongoing support!

Some of the Featured Attractions:

• Snowflake Alley: A magical passageway to a delightful evening of fun, entertainment, shopping deals and treats to eat. Perfect selfie stop. | Main Street (Cabbage Alley)
• Holiday Light Canopy over West Street / Annapolis Arts District

To make your experience more enjoyable:

• The City of Annapolis will offer FREE 3-hour  parking at metered spaces,
• ​The Calvert Street Parking Garage at 19 St Johns Street is Free Parking between 6pm and 6am 
• ​Gott's Court and Knighton Parking Garages are $5 for all day parking when you prepay at www.annapolisparking.com 
• Free Circulator buses 

Our historic, brick-lined streets will be full of carolers, choirs, musicians, and other street performers. We will offer fun photo opportunities for all ages. Downtown merchants may offer complimentary refreshments, specials, shopping incentives and a personalized approach to customer service that is certain to create a delightful sense of community and belonging. Please join all of your neighbors and come out on Thursday!