• The Best of Swing

    The Best of Swing
    Classic Theatre of Maryland 1804 West Street, Suite 200, Annapolis, United States

    Step back to the golden era of swing with a lively cabaret. It will celebrate the greatest hits of the 1930s and 1940s. From big band favorites to timeless jazz …

  • BloomHaven: Go-Go Barbecue w/ JoGo Project & Pressure Band

    Maryland Hall 801 Chase Street, Annapolis, Maryland, United States

    Join the JoGo Project, the WAMMIE Award-winning Washington, DC band known for blending jazz and go-go into one high-energy live experience. They’ll be joined by DMV based go-go and R&B …

  • Steve Oliver & The Grainger Brothers

    Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA

    With a career spanning nearly 30 years, Steve Oliver is still being heard each day on contemporary/smooth jazz radio. The Grainger Brothers’ talent and prowess in the world of music …

    $53 – $66
  • Digable Planets

    Maryland Hall 801 Chase Street, Annapolis, Maryland, United States

    Digable Planets burst onto the music scene in 1993 with their Grammy-winning single, “Rebirth Of Slick (Cool Like Dat).” Made up of Ishmael "Butterfly" Butler, Craig “Doodlebug” Irving, and Mary …

  • BloomHaven: Jazz and Jams

    Maryland Hall 801 Chase Street, Annapolis, Maryland, United States

    Don't miss BloomHaven! Blending funk, jam, rock, and improvisational energy, Natalie Brooke brings a powerhouse live show. It's led by her virtuosic keyboard playing and a band quickly making waves …

  • Adam Hawley

    Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA

    Celebrate the release of Electric as Dr. Adam Hawley brings his electrifying live show to Rams Head on Friday, August 28. Recently named the 2025 Billboard Contemporary Jazz Artist of …