Naptown Vinyl Record Show & Vintage Market
Hosted by Maryland Hall, Naptown Vinyl & Vintage is Annapolis’ premier record shopping opportunity. Come dig through hundreds of crates to find that hidden gem you have been looking for. The …
Do Not Miss List
Week of 9/18-9/22 Presented by Thursday, September 18 – Sunday, September 21 | PopUp! Inflatable Art Festival | Pikesville Armory Thursday, September 18 | National Cheeseburger Day | Federal House …
Save The Date List
Presented by Thursday, October 16 | Colonial Cocktails: Spirits with the Spirits | Historic London Town & Gardens Thursday, October 16 | Swing Into Action | Renditions Golf Course Thursday, …
Annapolis Harbor & USNA Cruise
Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval Academy. Hear the history of the Naval Academy, Annapolis’ …
Heron Family Tailgate
Kick off the season with the Gunston Parent Association at our annual GPA Tailgate on Friday, September 12, beginning at 4:30 pm. Gather with fellow families, students, and friends after …
Annapolis Chocolate Binge Festival
The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on Sunday, December 7, 2025 from 11:00 am to 4:00 …
Quiet Waters Park Watershed Walk
Join BWPR for our fourth Watershed Walk of 2025 on Saturday, October 4! This tour will showcase the Harness Creek Gully Repair and Caffrey Run Stream Restoration project at Quiet …
Do Not Miss List
Week of 9/11-9/17 Presented by Thursday, September 11 – Sunday, September 14 | Anne Arundel County Fair | Anne Arundel County Fairgrounds Thursday, September 11 – Sunday, September 14 | …
A Ride for Honor: Poker Run & Cruise In
Mark your calendars for Saturday, October 4, as we’re hosting an exciting community event: A Ride for Honor benefiting The One Hundred Club of Anne Arundel County. Showcase and explore …
Homestead Gardens’ Fall Festival Weekends
Join us for Fall Festival Weekends at Homestead Gardens: Davidsonville! Give your family the same enchanting experiences you had as a child—seeing the barnyard animals, taking hayrides, picking out pumpkins, …