RoboGrape Stomping Festival 2026Sun Oct 4 2026, 11am$31714 Albany Post Rd, New Paltz, NY 12561Roll up your pants and stomp grapes the old-fashioned way at Robibero Winery's harvest festival. Final day of the two-weekend run.
Country Living FairSun Oct 4 2026, all day6636 Springbrook Ave, Rhinebeck, NY 12572Final day of the Country Living Fair's return to the Dutchess County Fairgrounds, with 200-plus vendors, hands-on workshops, speakers, and live Americana, folk, and bluegrass.
2026 Hudson Jazz FestivalSun Oct 4 2026, all day327 Warren Street, Hudson, NY 12534Final day of the 2026 Hudson Jazz Festival at Hudson Hall with sets from Dafnis Prieto, Vuyo Sotashe, Chris Pattishall, and Shenel Johns. Takes place October 4.
The Valley of the Cherries: A Staged ReadingSun Oct 4 2026, 2:30pm$15661 Route 308, Rhinebeck, NY 12572The final piece of Ryan Skinner's Reckoning weekend: a staged reading about a town marked by overdose loss, read by Maeve Doran in the black box.
Lucinda Williams and Her BandSun Oct 4 2026, 8pm291 Tinker Street, Woodstock, NY 12498Americana legend Lucinda Williams brings her band for two sold-out nights of Grammy-winning roots rock.
In Process: Studies and Sketches from the Permanent CollectionSun Oct 4 2026, all day28 Tinker Street, Woodstock, NY 12498Sketches, studies, and preparatory drawings from the Woodstock Artists Association and Museum permanent collection. Final day October 4.
HITS Hudson Valley Fall Classic ISun Oct 4 2026, all dayHITS Showgrounds, Washington Avenue Extension, Saugerties, NY 12477A multi-day hunter/jumper horse show at the HITS showgrounds, part of the fall classic series. Spectators welcome.
Heavy TrafficSun Oct 4 2026, 7pm22 Rock City Rd, Woodstock, NY 12498Rock cover band Heavy Traffic plays a full Sunday night set in Colony's ballroom.
SCOOTSTOCK at Woodstock Skate ParkSun Oct 4 2026, all dayWoodstock Skatepark, Mill Hill Road, Woodstock, NY 12498A scooter day at the town skate park. Riders must sign a waiver and turn it in at the Woodstock Youth Center (60 Rock City Road) ahead of time.
College Exposure Softball TournamentSun Oct 4 2026, all dayCantine Veterans Memorial Field, Washington Avenue Extension, Saugerties, NY 12477A two-day college exposure softball tournament at Cantine Veterans Memorial Field, with games starting at 8:00 AM.
Hudson Jazz Festival 2026Sun Oct 4 2026, all day327 Warren St, Hudson, NY 12534Final day of the ninth annual Hudson Jazz Festival, closing with acclaimed vocalist Shenel Johns on Hudson Hall's historic main stage, plus citywide performances and events around Hudson.
Photobook Dummy: From Project to ObjectSun Oct 4 2026, 9am to 5pm$65025 Dederick Street, Kingston, NY 12401Three-day intensive at the Center for Photography at Woodstock on turning a photo series into a book dummy, led by Adrianna Ault. Final session October 4, 9am to 5pm.
The Country Living FairSun Oct 4 2026, 10am to 4pm6636 Springbrook Avenue, Rhinebeck, NY 12572Final day of the three-day Country Living Fair at the Dutchess County Fairgrounds with 200-plus vendors of antiques, crafts, and country goods plus workshops and food. Sunday October 4, 10am to 4pm.
61st Annual Saugerties Mum FestivalSun Oct 4 2026, 12 to 4pmSeamon Park, 5 Malden Avenue, Saugerties, NY 12477The village's 61st annual mum festival fills Seamon Park with fall color. A long-running autumn tradition in the heart of Saugerties.
CatchSun Oct 4 2026, 2 to 3:30pm$101 Hawk Drive, New Paltz, NY 12561SUNY New Paltz's Department of Theatre Arts presents Catch, a docu-poetic ensemble piece about people impacted by HIV, written and directed by alum Lester Mayers. Final performance of the run.
16th Annual Woodstock British Car ShowSun Oct 4 2026, 9am to 3pmFree103 Mill Hill Rd, Woodstock, NY 12498More than 100 classic British cars on the Playhouse field; free for spectators, proceeds benefit the Playhouse.
Intro to Inkjet Printing with Alicia SchirrmeisterSun Oct 4 2026, 10:30am to 1:30pm$36025 Dederick Street, Kingston, NY 12401Hands-on introductory workshop at the Center for Photography at Woodstock covering fine-art inkjet printing, color management, and paper selection. Takes place October 4, 10:30am to 1:30pm.
Back to the Garden 1969: The Woodstock ExperienceSat Oct 3 2026, 7pm103 Mill Hill Rd, Woodstock, NY 12498Tribute band Back to the Garden 1969 recreates the sounds of the original Woodstock festival artists.
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