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*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
  • Weird, Wacky, & Unusual History of Annapolis Tour

    Weird, Wacky, & Unusual History of Annapolis Tour

    Join your colonial-attired guide to learn the weird, wacky, and unusual history of Annapolis. Hear tales about the Russian sailor buried in the Annapolis National Cemetery, the historic “mobile homes” of Annapolis, the Confederate captain who kept fighting the Civil War long after the South surrendered and then built a home in Annapolis, the missing State House cornerstone … and so much more!

  • Wellsview Cottage Community Market

    Wellsview Cottage Community Market
    WellsviewCare LLC & Wellsview Cottage LLC 611 & 613 Ridgely Avenue, Annapolis, United States

    Explore artisan-crafted goods, calming pottery, and timeless vintage glass, alongside farm-fresh foods and small-batch sourdough breads and sweets made with care. Each vendor brings intention, quality, and a connection to craft that you can feel.

  • 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. 

  • Anne Arundel County Farmers Market

    Anne Arundel County Farmers Market
    Anne Arundel County Farmers Market 275 Harry S. Truman Pkwy, Annapolis, MD, United States

    The Anne Arundel County Farmers' Market features products from local farmers, producers, and artisans year-round at our Annapolis, Maryland venue. Located at the intersection of Harry Truman Parkway and Riva Rd.

  • Bay Bridge Paddle

    Sandy Point State Park East Beach 1100 E College Pkwy, Annapolis, United States

    The Bay Bridge Paddle proudly supports the local non-profits that support the health of the Chesapeake Bay. SUP Race Clinic with Pro Eri Tenorio | 9-10:30a  Level up your race […]