Twentieth Annual Pittsfield CityJazz Festival
A Profile of Women in Jazz
April 17–25, 2026
Downtown Pittsfield, MA
Friday, April 17 at 7pm: Jazz Jam (Hot Plate Brewing, Pittsfield)
Saturday, April 18 at 7:30pm: Georgia Heers (Barrington Stage/Mr. Finn’s Cabaret, Pittsfield)
Wednesday, April 22 at 7pm: Jazz Prodigy concert (Berkshire Athenaeum, Pittsfield)
Friday, April 24: Jazz Crawl (restaurants and lounges throughout Pittsfield’s Upstreet Cultural District)
Saturday, April 25 at 7pm: Grace Kelly & Veronica Swift (Barrington Stage, Pittsfield)
The twentieth annual Pittsfield CityJazz Festival (April 17–25) is a profile of Women In Jazz. The headline concerts feature:
Georgia Heers, a rising artist who channeled Ella Fitzgerald in George Clooney’s 2025 Broadway reincarnation of “Good Night and Good Luck.”
Grace Kelly, a titan of the alto saxophone, who has just completed her twentieth year as a professional performer.
Veronica Swift, perhaps the most successful crossover vocalist on the jazz/rock scene today.
Ticketed Headline Concerts
Ticketed concerts will take place on the campus of Barrington Stage.
April 18 at 7:30pm: Georgia Heers
Georgia Heers sings the music of Billie Holiday in the intimate (and most Billie-like) setting of Mr. Finn’s Cabaret.
April 25: Capstone Concert
The capstone concert, with Grace Kelly, Veronica Swift, and the UConn Jazz Ensemble, will be at the Boyd-Quinson Stage, the site of the first Pittsfield CityJazz Festival in 2005.
Jazz Crawl & More
Interspersed among the headline concerts will be the annual “jazz crawl,” a jam session, and our jazz prodigy concert, the latter sponsored by the Friends of the Athenaeum.
Friday, April 17 at 7pm: Jazz Jam (Hot Plate Brewing, Pittsfield)
Wednesday, April 22 at 7pm: Jazz Prodigy concert (Berkshire Athenaeum, Pittsfield)
Friday, April 24: Jazz Crawl (restaurants and lounges throughout Pittsfield’s Upstreet Cultural District)
Details will be announced to the media and on our website when ticket prices are finalized.