Have an event we should know about? Please Submit An Event

*Please note – While we make every effort to crosscheck links and event details, we always encourage you to do the same before making final plans. If details are missing or incorrect, please let us know so that we can correct them. Thanks for your help! 

  • Maryland Renaissance Festival

    Maryland Renaissance Festival
    Maryland Renaissance Festival 1821 Crownsville Rd, Annapolis, MD, United States

    Every fall, the 27-acre Village of Revel Grove in Crownsville comes to life with one of the most beloved family traditions in the area. The Maryland Renaissance Festival runs Saturdays, Sundays, and Labor Day Monday from August 29 through October 25, 2026, from 10am to 7pm — giving you nine full weekends to make it happen.

    $31
  • Breathwork at Arpella

    Breathwork at Arpella
    Arpella Physical Therapy & Performance 1454 Baltimore Annapolis Blvd, Arnold, United States

    Whether you're brand new to breathwork or looking to deepen your practice, this series offers practical tools you can use every day.

  • Cars & Coffee

    Cars & Coffee
    Annapolis Harbour Center 2512 A Solomons Island Road, Annapolis, MD, United States

    Every Sunday, year-round enthusiasts of all makes and models gather to chat and enjoy each other’s cars. 

  • Art @ the Park

    Art @ the Park
    Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, MD, United States

    This year marks the 36th anniversary for Art @ the Park. The festival, held in Quiet Waters Park, Annapolis, Md., is an exciting outdoor event that includes visual art, live music, demonstrations and food trucks not to mention activities for kids. Join us on October 17th & 18Th from 10-4 each day for a wonderful […]

  • Annapolis Sailboat Show

    Annapolis Sailboat Show
    Annapolis City Dock Annapolis, MD, United States

    This annual celebration of sailing features floating docks lined with sailboats from manufacturers around the world. Multihulls, monohulls, cruisers, racers, sailing dinghies and more.

  • Anchors + Artisans Pop-Up Market

    Anchors + Artisans Pop-Up Market
    Annapolis Town Center 1906 Towne Centre Blvd, Annapolis, MD, United States

    Visitors will enjoy shopping handmade products from 50+ makers, artists, and creatives from the local community, and rotating entertainment from face painting, games on the green, live music, and build your own bouquet bars.