The Raven has hosted a long list of talented performers including:
John Hammond, Mickey Hart, Chris Isaak, Bo Diddley, T-Bone Burnett, Emo Philips, Jon Luc Ponte, The Wailers, EchoRev, Greg Allman, Deborah Harry, Charlie Musselwhite, Tom Waits, Leo Kottke, Boz Scaggs, Los Lobos, The EDLOS, Mumbo Gumbo, Joni Morris, Waddie Mitchell and Don Edwards, Dan Hicks, Roy Rogers & Norton Buffalo, Battlefield Band, Gary Burton, Julian Lage, Tuck & Patti, and Commander Cody & His Lost Planet Airmen.
The Raven is also home to community activities including:
- Annual Mr. Healdsburg Pageant
- Annual Community Talent Showcase
- Political debates and public forums
- School theater presentations
- Nonprofit club meetings and events