Downtown Annapolis
Events at this venue
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Annapolis Pride Parade & Festival
Downtown Annapolis Annapolis, United States +1 moreDon't miss the Annapolis Pride Parade & Festival on October 3, 2026! The parade will start in downtown Annapolis at 11:00 am, and the festival will take place at the Bates Athletic Complex from 12:00 pm to 6:00 pm. (DNML)
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Annapolis Scarecrow Stroll
Downtown Annapolis Annapolis, United StatesThe Inner West Street Association in partnership with Maryland Avenue & State Circle Association along with Downtown Annapolis Partnership announces that registration is open for our fifth annual Annapolis Scarecrow Stroll! This event will take place from October 24 through November 2. (DNML)
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Midnight Madness
Downtown Annapolis Annapolis, United StatesDowntown Annapolis Partnership proudly presents Midnight Madness—a historic downtown Annapolis holiday tradition that captures the charm and character of our most beloved Norman Rockwell and Charles Dickens memories. 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. …