Diana Chittester


Brilliant Performer and Songwriter

  • Venue:Supper Club
  • Showtime:6:00 pm
  • Doors open:4:00 pm
  • All Ages, Free Admission







  • Weekly live broadcast concert series combining food & cocktail specials with great local music
  • In partnership with oWOW Cleveland


Why you should see this show…

Diana Chittester is a singer-songwriter who plays like a full band. Her raw vocal intensity and musical elegance fills the room and makes it her own. Her masterful acoustic guitar playing has earned her a spot on the stage beside Colin Hay, The Michael Stanley Band, Jennifer Batten, and many more iconic acts. Not only is her show technically impeccable, but her music goes further to connect to her audience through intelligent storytelling lyrics on a personal level.

Diana Chittester Bio
Diana Chittester stands alone on stage with her arsenal of acoustic guitars. Her solo show is brought to life by signature percussive multi-part playing, mimicking a full band on a solo acoustic guitar without the use of gadgets or a looper. She blends her intricate finger-picking guitar style with intelligent and articulate lyrics. The personal stories and vulnerability she shares on stage resonates with audiences as she invites them along on her journey.

“If you don’t believe an acoustic solo performance can fill a room with raw power, elegance and intelligence concurrently, you haven’t experienced Diana Chittester” – Jennifer Conn (The Devil Strip)



Continuing Cleveland’s rich tradition of rock n’ roll and radio, the Music Box Supper Club, in partnership with oWOW radio, are excited to introduce their new summer-long, Happy Hour Concerts every Wednesday starting on May 23. The concert series is designed to be reminiscent of the beloved Coffee Break Concerts of the old WMMS in its heyday. It will consist of up and coming artists — both national touring bands, and the best local bands — performing at the Music Box, and broadcast live by oWOW Radio. In keeping with the Coffee Break tradition, these Happy Hour concerts will feature the artists’ latest album release tracks and popular hits in an hour-long commercial free performance.

See all Happy Hour Concerts here.


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