Wed Oct 14, 5–7 p.m.
Berkshire Magazine will hold a reception honoring this year's Berkshire 25, sponsored by Beacon Bank and hosted at Beacon Cinema in downtown Pittsfield, this Wednesday. Everyone is invited! Stay for a movie, including screenings of Other Mommy and Raiders of the Lost Ark, both featuring 2026 Berkshire 25 honoree Karen Allen. More info
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Oct 8–24
Mark H. Dold stars in this adaptation of Chekhov’s tale of love, art, and attempted murder. Comedic and tragic, our humanity is thrust into sharp focus in Vanya. This fresh adaptation explores the kaleidoscope of human emotions, harnessing the power of the intimate bond between audience and one actor playing all of the roles. At Barrington Stage, directed by Alan Paul. More info
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Sat Oct 10, 9 a.m.
Registration is open for Chesterwood’s inaugural 5K Run/Walk, to be held on the grounds of Daniel Chester French’s summer home and studio. The race course winds through country roads in Stockbridge, passing fields and forests, rivers and wetlands. In partnership with Berkshire Running Center, the Chesterwood 5K welcomes runners & walkers of all abilities. More info
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Sat Oct 10, 8–10 p.m.
The Wolff Sisters—an indie folk-rock and Americana band known for their powerhouse sibling harmonies and raw, gritty roots sound—will perform at Buttonball Barn on Saturday night. Fronted by sisters Rebecca, Rachael, and Kat Wolff, who grew up in Hyde Park, Massachusetts, the Wolff Sisters are described by critics as a crossroads where classic rock legends like The Band meet the modern storytelling of Brandi Carlile. Their music is honest and genre defying but still rooted in traditional rock and Americana storytelling. More info
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Through Oct 31
Summer, 1976 is a deeply affecting two-hander by Pulitzer Prize–winning playwright David Auburn, whose celebrated body of work includes Proof and other plays that examine intellect, memory, and the fragile complexities of human connection. Summer, 1976 is on stage at Berkshire Theatre Group's Unicorn Theatre. More info
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Sat Oct 10, 5–7 p.m.
Childs + Clark Gallery in Great Barrington presents "Women Inspiring Women," new work by Kiki Dufault and Karen Iglehart, Oct 10–Nov 22. A reception for the artists is this Saturday. All are welcome, and there will be light refreshments. Also featured are glass artists Mariel Bass, Nancy Callan, Yukimi Matsumoto, Tomo Sakai, Naoko Takenuchi, and ceramicist Jennifer McCurdy. More info
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Thu Oct 15, 6 p.m.
Buster Keaton’s hilarious antics are coming to the Berkshires with the Slapstick Film Series at the Clark in Williamstown. Kicking the series off is Safety Last! on October 15 with Harold Lloyd, followed by three Buster Keaton films: The Navigator on October 22; Sherlock Jr. and Cops on October 29; and Steamboat Bill, Jr. on November 5. Following each screening is a talkback with Keaton expert and film scholar Will Schemmener, the Clark's head of public programs. All shows are free. No registration necessary. More info
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