The 19th annual Pittsfield CityJazz Festival (April 24 – May 4, 2025) kicks off with an open jam session and ends with a jazz brunch at Dottie’s. Events include the popular Jazz Crawl, the jazz prodigy concert, and headline concerts.

On March 29, New York-based sax virtuoso Scott Robinson will be performing 10 numbers by 10 different jazz saxophonists on 10 different saxophones!

Matt and Atla DeChamplain are bringing the Hot Club of New England to the Berkshires on January 5 for a “CD on-ramp” Concert at Proprietor’s Lodge.