Midnight Madness Annapolis 2025. Shop local during midnight madness on december 5, and 12, from 4 pm until midnight, and on the eleventh hour on december 19 until 11 pm at 90 stores and 80. On december 5, 12, and 19, visitors can park for $5 at knighton and park place garages and take the free magenta shuttle to downtown annapolis.
Downtown annapolis partnership proudly presents midnight madness—a historic downtown annapolis holiday tradition that encompasses the charm and character of our most beloved. They like to bundle up, they like to put on their winter coat, they like to have an excuse to shop with their friends and what better place than beautiful downtown annapolis,.