Annapolis Baygrass Music Festival 2025 Lineup Lands Greensky Bluegrass, Railroad Earth & More

The 2025 Annapolis Baygrass Music Festival will be held September 20 – 21 at Sandy Point State Park in Annapolis, Maryland. The lineup for the two-day event returning for its third year features Greensky Bluegrass, Railroad Earth, Kitchen Dwellers and others.

Additional Annapolis Baygrass Music Festival 2025 performers include The Travelin’ McCourys, whose appearances include hosting a Grateful Ball set as part of the festival’s Grateful Dead 60th anniversary celebration. Also on the lineup are LaMP (Russ Lawton, Scott Metzger, Ray Paczkowski), Kyle Hollingsworth Band, Larry Keel’s Electric Larry Land, Sam Grisman Project, The Last Revel, Midnight North, Pressing Strings and Geraldine.

Saxophonist Ron Holloway is returning as an Artist-At-Large alongside keyboardist Holly Bowling and banjoist Kyle Tuttle. A “surprise” headliner will be announced in June.

“Baygrass is more than a music festival,” said Ron Peremel, Annapolis Baygrass CEO/Founder. “In 2024, with attendees from 32 states and Canada, that concept really came to life in a big way. The music connected people with our mission. A portion of every dollar spent on tickets, beverages, and merchandise supports our nonprofit partners — Watershed Stewards Academy, Oyster Recovery Partnership, and Alliance for the Chesapeake Bay — and raised over $32,000 for Bay conservation in 2024. This is what we mean by ‘Every Jam Saves the Bay.’”

Two-day early-bird VIP and GA tickets are on sale now. Click below for more information.