Your Guide to Live Music in Upstate New York

Black Bear Music Fest

Live performance at the Black Bear Music Fest in Harwinton, Connecticut

Black Bear Music Fest brings three days of rock, blues, folk, and Americana to Harwinton, CT August 14-16, 2026. Camping festival at the Fairgrounds, accessible from the Hudson Valley.

New Colossus Festival

Live performance at The New Colossus Festival on the Lower East Side NYC

New Colossus Festival brought 190 bands from around the world to 11 Lower East Side venues March 3-8, 2026 — NYC’s premier indie and emerging artist showcase.

NXNE (North by Northeast)

Live performance at NXNE music festival in Toronto Ontario

NXNE returns to Toronto June 10-14, 2026 — five days, 300+ acts across the city’s best venues. Canada’s premier indie music festival and conference.

CityFolk

CityFolk folk and roots festival in Ottawa, Ontario

CityFolk returns to Ottawa in September 2026 — five days of folk, roots, and multi-genre music from the team behind Ottawa Bluesfest.

Dead of Summer Music Festival

Dead of Summer Music Festival 2026 poster for Manchester, Vermont

Dead of Summer Music Festival returns to Manchester, VT July 10-12, 2026 — three days of rock, jam, and roots music in the Green Mountains, a short drive from the Capital Region.

StrangeCreek Campout

StrangeCreek Campout 2026 at Camp Keewanee in Greenfield, Massachusetts

StrangeCreek Campout returns to Camp Keewanee in Greenfield, MA May 22-25, 2026 — four days of jam, rock, and camping from the Wormtown crew. A Capital Region favorite.

Jeezum Crow Festival

11th Annual Jeezum Crow Festival at Jay Peak Resort in Jay, Vermont

Jeezum Crow Festival returns to Jay Peak Resort July 10-11, 2026 — two days of multi-genre music in northern Vermont, a favorite cross-border trip for the North Country.

Middlebury Festival on the Green

Audience at the Middlebury Festival on the Green in Middlebury, Vermont

Middlebury Festival on the Green runs July 12-18, 2026 — seven consecutive nights of free live music on the Village Green in one of Vermont’s most charming college towns.

Pleasantville Music Festival

Live performance on stage at the Pleasantville Music Festival at Parkway Field in Pleasantville NY

The Pleasantville Music Festival celebrates 20 years on July 11, 2026 at Parkway Field — a full day of rock, indie, and pop music in the Hudson Valley.

Meadowlark Festival

The centuries-old mother oak tree at Stone Ridge Orchard where the Meadowlark Festival stage sits in the Hudson Valley

Meadowlark Festival brings indie, folk, and roots music to Stone Ridge Orchard in the Hudson Valley — a boutique festival experience among the apple trees of Ulster County.

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