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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! 

  • Davidsonville Farmers Market

    Davidsonville Farmers Market
    Tractor Supply Edgewater 3059 Solomons Island Rd, Edgewater

    The Davidsonville Farmers Market returns May 2nd at Tractor Supply in Edgewater. What started on a family farm last fall has grown into a true community market featuring local honey, pet milk and cheese, beef, pork, lamb, chicken, sourdough, cookies, 3D prints, crochet items, local wine, and much more!

  • 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
  • Boatyard Beach Bash

    Annapolis Maritime Museum 723 Second Street, Annapolis, MD, United States

    Join us for the Annapolis Maritime Museum & Park’s 21st Annual Boatyard Beach Bash , headlined by world class musicians and members of the iconic Jimmy Buffett’s Coral Reefer Band. Let […]

    $150
  • 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. 

  • Annapolis RUN for The Light House – Half Marathon | 5K | Walk

    Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, MD, United States

    Scenic routes along the trails of Quiet Waters Park and through the beautiful Chesapeake Bay-front community of Hillsmere Shores. Race has sold out last 5 years!

  • Maryland Bluegrass Festival

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

    If there's one fall event worth putting on your radar, it's the Annapolis Baygrass Music Festival — and the 2026 lineup is the best yet. Taking place September 19 and […]

    $145