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  • Paint Annapolis

    Paint Annapolis

    Downtown Annapolis Annapolis, United States

    Paint Annapolis, hosted by MFA, is a unique painting event that brings thousands of artists and art lovers to Annapolis the first week of June, and puts international professional visual …

  • Annapolis Fest

    Annapolis Fest

    Annapolis Fest
    Annapolis Mall 2002 Annapolis Mall Road, Annapolis, MD, United States

    Come and discover the excitement at the largest carnival in town, happening from June 4 to June 14, 2026 at Annapolis Mall, Annapolis, MD! Brace yourself for heart-racing rides, fun games, tasty …

    $6.44 – $27
  • Bullride Mania

    Bullride Mania

    Anne Arundel County Fairgrounds 1450 Generals Highway, Crownsville, United States

    Don't miss Bullride Mania! There will be food, family, and fun. Food and concessions on site. No coolers/pets/outside food/alcohol. Get your tickets here! This event will take place at the Anne Arundel County Fairgrounds. (DNML)

    Free – $23
  • Third Annual Summer Fest

    Third Annual Summer Fest

    Benson-Hammond House 7101 Aviation Blvd, Linthicum Heights, United States

    Don't miss the Third Annual Summer Fest at the Benson-Hammond House! There will be vendors, live music, house tours, and more! (DNML)

  • Strawberry Festival

    Strawberry Festival

    Jenkins Memorial Church 133 Riviera Dr, Pasadena, United States

    Don't miss the Strawberry Festival! There will be food, craft vendors, music, and kids activities! This event will take place at the Jenkins Memorial Church.

  • Summer Kick-Off Carnival Palooza

    Summer Kick-Off Carnival Palooza

    Greater Annapolis Y 1209 Ritchie Hwy, Arnold, United States

    You're invited to our first-ever Summer Kick-off Carnival Palooza! Get ready for an afternoon of carnival games, prizes, food, and fun. Best of all, enjoy time with family and friends …

    Free