Each year for the holidays, Downtown Annapolis is proud to present Midnight Madness, a festive shopping celebration. The evening features streets and participating storefronts decked in holiday decorations, trees, garlands, 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 6 p.m. until Midnight to support local businesses.