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Midnight Madness in Annapolis—Holiday Fun

Bundle up and get ready to enjoy one of Annapolis’s favorite holiday traditions—Midnight Madness! The streets of downtown are transformed into a winter wonderland, complete with holiday decorations, and great deals on gifts for all.

This year’s festivities will take place on three Thursdays in December, Dec. 3, 10, and 17. Shops will be open from 4 to Midnight on Dec. 3 and 10, and until 11 p.m. on Dec. 17.

Midnight Madness at the shops and galleries from City Dock to Maryland Avenue and West Street, which stay open late serving up special deals and other fun treats.

To make these annual shopping nights safe during COVID, stores will be limiting the number of people inside stores to 50% of capacity and restaurants are at 25% capacity.

Everyone should wear a face mask while downtown, bring hand sanitizer so you can wash your hands frequently and stay home if you are sick. This year there will not be live music, entertainment or refreshments while shopping. The goal is to remove the party atmosphere and still safely support our local businesses by shopping locally.

Don’t miss these Christmas Tree Farms near you where you can make holiday memories by cutting down your own Christmas Tree!

Head to downtownannapolispartnership.org/midnight-madness for in-store specials, online shopping and curbside pickup details.

As always, downtown shoppers can receive three hours of free parking at metered parking spaces but, unlike in past years, they will need to download and use the ParkMobile app (available on iOS and Android) and enter “ParkDTA” to do so. The City of Annapolis also offers free Circulator buses, free parking at the Calvert Street Parking Garage at 19 St. Johns Street between 6 p.m. and 6 a.m., and the ​Gott’s Court and Knighton Parking garages are $5 for all-day parking when you prepay at www.annapolisparking.com.

Looking for more Christmas and Holiday fun? Check out our Guide to Holiday Events and Seasonal Fun!

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