Your Guide to Live Music in Upstate New York

Madison Cunningham at MASS MoCA | September 25, 2026

Madison Cunningham performing on The Ace Tour

Grammy-winning songwriter Madison Cunningham brings The Ace Tour to the Hunter Center at MASS MoCA in North Adams on Friday, September 25, 2026 at 8:00 PM. Her latest album Ace — a piano-forward meditation on heartbreak and renewal — marks a bold new chapter from one of contemporary folk’s most distinctive voices.

Punch Brothers at Paramount Theatre | November 8, 2026

Punch Brothers perform at Paramount Theatre Rutland VT November 2026

Punch Brothers bring their 2026 North American tour to the Paramount Theatre in Rutland, VT on Sunday, November 8. The Grammy-winning acoustic quintet — Chris Thile, Chris Eldridge, Paul Kowert, Noam Pikelny, and Brittany Haas — arrives just months before their seventh album, The Unsung Adventures of Punch Brothers, drops in July 2026. Tickets from $59.

James Taylor at Tanglewood | July 4, 2026

James Taylor closes a two-night Tanglewood run on the Fourth of July — a summer holiday evening in the Berkshires that has become one of the most beloved traditions in the region.

James Taylor at Tanglewood | July 3, 2026

James Taylor opens a two-night run at Tanglewood on July 3 — one of summer’s most reliable and beloved traditions in the Berkshires. Night 1 of a pair worth catching.

Paul Simon at Tanglewood | June 28, 2026

Paul Simon closes his Tanglewood stand on June 28 with an earlier 6:00 PM curtain — meaning a long Berkshire evening with one of the great American songwriters. Night 2 of 2.

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