Annapolis, MD has 9 venues hosting bluegrass and acoustic music, including Annapolis Baygrass Music Festival, Sandy Point State Park: Reservations Required, Rams Head On Stage, Crowne Plaza Annapolis By Ihg. Artists performing in Annapolis include Danny Paisley & Southern Grass, Shadowgrass, Fireside Collective, Sister Sadie, Sam Grisman Project and 8 more. There are 14 upcoming bluegrass events scheduled in Annapolis.
6 upcoming events
3 upcoming events
33 West Street
2 upcoming events
2 upcoming events
1 upcoming events
We track new bluegrass shows in Annapolis, MD so you don't have to. One email a week, only when there's something new.
📧 Get the Annapolis RundownFree · Unsubscribe anytime
Last updated August 2026
August 29, 2026 at 03:00 PM
801 Chase St, Annapolis, MD 21401, USA