• Great Annapolis Pumpkins

    Downtown Annapolis Annapolis, United States

    Take your picture with real pumpkins that are over 1000 pounds each! Post pictures or videos to your favorite social media pages for chances to win prizes.Tag #GreatAnnapolisPumpkins and @VisitAnnapolis …

  • Annapolis Scarecrow Stroll

    Downtown Annapolis Annapolis, United States

    The Inner West Street Association in partnership with the Maryland Avenue & State Circle Association along with the Downtown Annapolis Partnership announce that registration is open for our fifth annual Annapolis Scarecrow Stroll! This event will take place from October 24 through November 2. (DNML)

  • Small Business Saturday

    Downtown Annapolis Annapolis, United States

    Small Business Saturday has become an annual event for our downtown Annapolis business districts. It has been over 12 years since we started celebrating our small local businesses on this day. These are the businesses that make your community unique and special. Every day, we all vote with our dollars on which companies we want …

  • Midnight Madness

    Midnight Madness
    Downtown Annapolis Annapolis, United States

    Downtown 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. …

  • Military Bowl Bar Crawl

    Downtown Annapolis Annapolis, United States

    Join the Military Bowl Bar Crawl in downtown Annapolis the night before the game! Each bar will have drink specials.  (DNML)

  • Military Bowl Parade

    Downtown Annapolis Annapolis, United States

    The Military Bowl Parade featuring the Budweiser Clydesdales draws thousands of fans to Downtown Annapolis and along the parade route proceeding through city streets. The parade is free to attend and open to the general public. (DNML)