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Columbia County NY Fair

September 2
Columbia County Fairgrounds

Dromfest 2026: Indie Rock Takes Over Catskill

September 4
Catskill Village
Hot-air balloons taking off from Tymor Park in LaGrangeville at the Hudson Valley Hot-Air Balloon Festival.

35th Hudson Valley Hot-Air Balloon Festival at Tymor Park (Sept. 4-6)

September 6
Tymor Park

Woodstock-New Paltz Art & Crafts Fair

September 6
Ulster County Fairgrounds
A crowd is gathered at Caramoor for a concert.

Bedford Music Festival

September 6
Caramoor

Damon Wayans at Levity Live

September 6
Levity Live

NY Boulders – Greatest Night in Baseball – FINAL Regular Season Home Game

September 6
Clover Stadium
Sunflowers at Barton Orchards in Poughquag

Sunflower Festival at Barton Orchards in Poughquag (Aug. 28-30, Sept. 4-7)

September 7
Barton Orchards

Woodstock-New Paltz Art & Crafts Fair

September 7
Ulster County Fairgrounds

The Oldtone Music Festival 2026

September 10
Cool Whisper Farm

ITALIAN FEAST & CARNIVAL 2026

September 10
German Masonic Park

ITALIAN FEAST & CARNIVAL 2026

September 11
German Masonic Park