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the Berkshires
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Pittsfield
Great Barrington
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October 2026
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Vitamin String Quartet & Girl Named Tom
Vitamin String Quartet & Girl Named Tom
Fri, Oct 16, 2026 • 7:30 PM · Great Barrington, MA
TICKETS $54 to $84 (plus processing fees) Mahaiwe Member & Youth Discount Event $54 Reserved $64 Preferred $84 Premium Members receive $5 off each ticket $15…
Vanya
Vanya
Fri, Oct 16, 2026 • 7:30 PM—9:00 PM · Pittsfield, MA
Sponsored by Rhoda Levitt, in memory of Morris Levitt Vanya October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art,…
Jack Waldheim-Fall Music Series
Fri, Oct 16, 2026 • 8:00 PM—10:00 PM · Hancock, MA
Jack is BACK! Jack Waldheim takes the stage at Christiansen’s tavern to perform his legendary one-man band show. This Berkshire staple fills the room with…
Sam Brown
Sat, Oct 17, 2026 · Becket, MA
"The Lukewarms" including Matty Lamb, Luke Bates, Joe Filkins and Erroll Bates. A mix of groovy jammable songs and some original songs too.
The Urmetazoan
The Urmetazoan
Sat, Oct 17, 2026 • 2:30 PM—5:30 PM · Pittsfield, MA
The Urmetazoan September 30-October 25 In the not-too-distant future, two sisters contemplate their past together as they get ready for their futures apart as…
Artist-In-Residence: Sova
Artist-In-Residence: Sova
Sat, Oct 17, 2026 • 7:00 PM—9:00 PM · North Adams, MA
Troy, New York based pianist and composer Sova (Sophia Vastek) has quietly established herself as an “exciting and refreshingly unpredictable” (PopMatters)…
The Guthrie Center presents: Arlo Guthrie – An Unscripted Conversation
The Guthrie Center presents: Arlo Guthrie – An Unscripted Conversation
Sat, Oct 17, 2026 • 7:00 PM · Great Barrington, MA
TICKETS – $40 – $150 (plus processing fees) Mahaiwe Member Sale: Wednesday, August 26 at noon Public Sale: Wednesday, September 2 at noon $40 Reserved $80…
Mediumship Night with Sandy Waters
Mediumship Night with Sandy Waters
Sat, Oct 17, 2026 • 7:00 PM—9:00 PM · Richmond, MA
UPDATE-This event is SOLD OUT An Evening of Connection & Comfort with Sandy Waters The Gifted Sandy Waters is returning to the orchard for the 4th time! As the…
Vanya
Vanya
Sat, Oct 17, 2026 • 7:30 PM—9:00 PM · Pittsfield, MA
Sponsored by Rhoda Levitt, in memory of Morris Levitt Vanya October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art,…
Nicolás Emden
Sun, Oct 18, 2026 · Becket, MA
Since she was 12 years old, Samoa Wilson has been captivating audiences with a voice the New York Times calls “sweet, effortless, old-timey”. Raised in the…
Met Opera Live in HD: Verdi’s Macbeth
Met Opera Live in HD: Verdi’s Macbeth
Sun, Oct 18, 2026 • 1:00 PM · Great Barrington, MA
TICKETS $25 / $10 ages 21 and under (plus processing fees) ConnectorCare/WIC/EBT Card to Culture* This screening is an encore per Mahaiwe scheduling. Two of…
Vanya
Vanya
Sun, Oct 18, 2026 • 2:00 PM—3:30 PM · Pittsfield, MA
Sponsored by Rhoda Levitt, in memory of Morris Levitt Vanya October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art,…
The Urmetazoan
The Urmetazoan
Sun, Oct 18, 2026 • 2:30 PM—5:30 PM · Pittsfield, MA
The Urmetazoan September 30-October 25 In the not-too-distant future, two sisters contemplate their past together as they get ready for their futures apart as…
Elsewhere Shakespeare: Hamlet
Elsewhere Shakespeare: Hamlet
Tue, Oct 20, 2026 • 7:00 PM—9:00 PM · North Adams, MA
We are doing a huge Hamlet project in October. One component is a five-city tour from Troy NY to Salem MA in which a different actor will play Hamlet every…
Open Music Night
Wed, Oct 21, 2026 · Becket, MA
"The Lukewarms" including Matty Lamb, Luke Bates, Joe Filkins and Erroll Bates. A mix of groovy jammable songs and some original songs too.
Baby Circle
Baby Circle
Wed, Oct 21, 2026 • 10:30 AM—11:00 AM · Lenox, MA
Lenox Library is excited to offer a low key and judgement-free group for all families. Join us for songs and bounces followed by play and chatting. Free baby…
A Night at the Center
A Night at the Center
Wed, Oct 21, 2026 • 5:00 PM · Great Barrington, MA
A Night at the Center A Night at the Center: An Evening of Community, Connection, & Celebration Last year, nearly 200,000 people found something at Berkshire…
PUZ DUZ TRIVIA NIGHT
PUZ DUZ TRIVIA NIGHT
Wed, Oct 21, 2026 • 6:00 PM—7:30 PM · Pittsfield, MA
🧠 PUZ DUZ: Trivia Night (monthly) $5 per person - teams up to 4pp Get ready to tease your brain and slay the game! Bring your crew (teams up to 4) 🎁 Prizes for…
The Urmetazoan
The Urmetazoan
Wed, Oct 21, 2026 • 7:00 PM—10:00 PM · Pittsfield, MA
The Urmetazoan September 30-October 25 In the not-too-distant future, two sisters contemplate their past together as they get ready for their futures apart as…
Vanya
Vanya
Wed, Oct 21, 2026 • 7:30 PM—9:00 PM · Pittsfield, MA
Sponsored by Rhoda Levitt, in memory of Morris Levitt Vanya October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art,…
The Urmetazoan
The Urmetazoan
Thu, Oct 22, 2026 • 7:00 PM—10:00 PM · Pittsfield, MA
The Urmetazoan September 30-October 25 In the not-too-distant future, two sisters contemplate their past together as they get ready for their futures apart as…
Artist-in-Residence: Auyon Mukharji
Artist-in-Residence: Auyon Mukharji
Thu, Oct 22, 2026 • 7:00 PM—9:00 PM · North Adams, MA
Auyon Mukharji is a musician, writer, and Berkshires enthusiast. He is a member of the indie-folk band Darlingside, with whom he has played more than a…
Vanya
Vanya
Thu, Oct 22, 2026 • 7:30 PM—9:00 PM · Pittsfield, MA
Sponsored by Rhoda Levitt, in memory of Morris Levitt Vanya October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art,…
Weekly Friday Night Jazz
Weekly Friday Night Jazz
Fri, Oct 23, 2026 • 7:00 PM—10:00 PM · Pittsfield, MA
Weekly Friday Night Jazz at Methuselah Friday, November 18, 7 to 10 pm A new weekly collaboration with Mill Town Capital and Berkshires Jazz to bring you the…

About the Berkshires Calendar

Your guide to things to do in the Berkshires. Browse live concerts, theater performances, art shows, food and drink events, outdoor activities, workshops, and community events happening across the Berkshire County region — including Lenox, Stockbridge, Great Barrington, Pittsfield, and North Adams. Updated regularly with events from local venues, libraries, and cultural organizations, the Berkshires calendar on Daisy helps you find what's happening this weekend and beyond.