Annapolis, Md. – September 24, 2026 -- The fifth annual Annapolis Jazz & Roots Festival runs across two weekends, November 6-15, 2026, spreading performances, lectures and art exhibitions across eight venues in five neighborhoods in Eastport and Annapolis, Maryland. Most events are free or carry modest admission, and reservations are strongly advised through instantseats.com. Free onsite parking is available at all but two venues.