Your Guide to Live Music in Upstate New York

FreshGrass Festival 2027 at MASS MoCA | September 24, 2027

FreshGrass Festival outdoor stage at MASS MoCA in North Adams with crowd and dramatic sunset light rays

FreshGrass returns to MASS MoCA in North Adams on September 24–26, 2027, after a one-year pause. The three-day roots festival puts bluegrass tradition and progressive experimentation side by side across the museum’s fields, courtyards, and galleries.

Deadgrass at Caffe Lena | October 31, 2026

Deadgrass performer playing mandolin at microphone on stage, with Deadgrass rose-banner backdrop

Deadgrass returns to Caffe Lena in Saratoga Springs for their third annual Halloween show on Oct. 31, translating Jerry Garcia’s catalog into acoustic string-band arrangements for banjo, fiddle, guitar, and bass.

Kitchen Dwellers at Higher Ground | January 1, 2027

Kitchen Dwellers performing with bluegrass instruments in a red rock canyon

Kitchen Dwellers ring in the new year at Higher Ground in South Burlington on January 1, with Neighbor opening. Bassist Joe Funk is on paternity leave; Twiddle’s Zdenek Gubb fills in for the run. Tickets are $51.

Rock Hearts at Caffè Lena | August 29, 2026

Rock Hearts bluegrass quintet press photo — five musicians with banjo, guitar, mandolin, upright bass, and fiddle

Rhode Island bluegrass quintet Rock Hearts bring their Unfinished Bridges momentum to Caffè Lena in Saratoga Springs on Saturday, August 29, with a new gospel album expected to be announced at the show. Tickets from $15.18.

Greensky Bluegrass at Sherman Theater | February 21, 2027

Greensky Bluegrass performing live on stage with dramatic red and blue stage lighting

Greensky Bluegrass plays Sherman Theater in Stroudsburg on Sunday, February 21, 2027, behind XXV, their 2025 twenty-fifth anniversary retrospective. Doors 7:00 p.m., show 8:00 p.m.; general admission tickets from $39 in advance.

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