Your Guide to Live Music in Upstate New York

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.

Froggy Daze

Froggy Daze festival sign lit up at dusk with a tipi in Narrowsburg NY

Froggy Daze brings multi-day camping and live music to Narrowsburg in the upper Delaware River valley — a grassroots festival in Sullivan County’s Catskills region.

Colorscape Chenango Arts Festival

Attendees painting at the Colorscape Chenango Arts Festival in Norwich NY

Colorscape Chenango returns to Norwich September 12-13, 2026 for its 32nd year — two days of free live music, visual arts, and performances drawing 10,000+ to the Southern Tier.

WhirlyBird Music & Arts Festival

WhirlyBird Music and Arts Festival 2026 announcement for Jamestown New York

WhirlyBird Music & Arts Festival returns to downtown Jamestown August 28-29, 2026 — a multi-venue celebration of jam, funk, rock, and visual arts in Chautauqua County.

Tommypalooza

Tommypalooza 2026 festival lineup poster at Sterling Stage Kampitheater in Sterling NY

Tommypalooza debuts at Sterling Stage Kamphitheater May 21-25, 2026 — five days of camping, live music, and community in the Central NY woods. Featuring Ryan Montbleau, Sophistafunk, and more.

The Family Hoedown

The Family Hoedown music festival in Cortland New York

The Family Hoedown returns to Cortland Country Music Park June 5-7, 2026 for its 9th year — three days of folk, old-time music, and camping in Central New York.

Adirondack Folk Music Festival

Crowd at the Adirondack Folk Music Festival in Schroon Lake Town Park with lake and mountains

The Adirondack Folk Music Festival returns to Schroon Lake Town Park for its 36th year in 2026. Free admission, lakeside setting, and an afternoon of folk music in the Adirondacks.

Bethel Woods Harvest Festival

Aerial view of the Bethel Woods Harvest Festival at the historic 1969 Woodstock site in Bethel NY

The Bethel Woods Harvest Festival returns to the original 1969 Woodstock site in 2026 — Sunday markets with live music, 100+ artisan vendors, and fall harvest activities.

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.

Montauk Music Festival

Live band performing inside a tent at the Montauk Music Festival on Long Island

100 acts across 45 venues at the tip of Long Island. The Montauk Music Festival turns the entire town into a stage for four days every May — intimate shows in an iconic setting.