Singer-songwriter Kit Orion headlines at Deep Cuts. Last October, Orion released “Bottle Grin,” her entirely self-produced first studio album, an alt-pop meditation on grief, death and rebirth. Wisterio also will perform, and there will be live painting by Feliz Sainz. Tickets are $15 through Dice.  

The Chris Hersch Old Time Duo entertains at Mrs. Murphy's Pub. Hersch, a two-time Boston Music Award winner and nationally acclaimed guitarist, plays locally as part of Say Darling and The MoonRaiders, among other groups.