50 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Life, Liberty, and the Pursuit of Community Sat 8 Aug 2026, 1:00 PM — Art show Historical Society of Woodstock · 20 Comeau Dr, Woodstock, NY 12498 · Free
The World Famous Colony Open Mic Mon 10 Aug 2026, 8:00 PM — Live show Colony Woodstock · 22 Rock City Rd, Woodstock, NY 12498 · Free · 21+
Regina Bonelli Thu 3 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
'The Niall Connolly Band' In The Garden Fri 4 Sep 2026, 6:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Titus Andronicus Fri 4 Sep 2026, 7:00 PM — Live music Bearsville Theater · 291 Tinker St, Woodstock, NY 12498 · Ticketed · 18+
Mary Gauthier w/ special guest Jaimee Harris Fri 4 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Woodstock Vinyl Slam at Station Bar & Curio Sat 5 Sep 2026, 10:00 AM — Market Station Bar & Curio · 101 Tinker St, Woodstock, NY 12498 · Free
'Naked' In The Garden Sat 5 Sep 2026, 6:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
New Planets Sat 5 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
'Professor Louie & The Crowmatix' In The Garden! Sun 6 Sep 2026, 6:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Talkin' Hard Work - A Woody Guthrie Labor Day Tribute Sun 6 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Soil & Soul on The Patio Wed 9 Sep 2026, 5:30 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Drivin N Cryin Thu 10 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
'Joel Harrison's Cosmic Boogie' In The Garden Fri 11 Sep 2026, 6:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
ROADHOUSE 60's - A Tribute to the Music of the 1960's Fri 11 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Mapping the Sawkill: Citizen Science Microbial Cultivation Workshop Sat 12 Sep 2026, 1:00 PM — class 6 Sgt Richard Quinn Dr · 6 Sgt Richard Quinn Drive, Woodstock, NY 12498
Woodstock Monoprint Invitational Exhibition opening Sat 12 Sep 2026, 2:00 PM — Art show Woodstock School of Art · 2470 Route 212, Woodstock, NY 12498 · Free
Cyril Neville - Plays the Dead *OUTDOOR GARDEN SHOW* Sat 12 Sep 2026, 6:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Mapping The Sawkill: The Many Voices of the Sawkill with Zaneta Sun 13 Sep 2026, 11:30 AM — class 45 Comeau Drive · 45 Comeau Drive, Woodstock, NY 12498
Lindsey Webster Sun 13 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
THE WORLD FAMOUS COLONY OPEN MIC! Mon 14 Sep 2026, 8:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
The Overlook's Fundraiser at the Bearsville Theater Lounge Wed 16 Sep 2026, 7:00 PM — Theater Bearsville Theater · 291 Tinker Street, Woodstock, NY 12498
Mapping The Sawkill: Community Mapping Thu 17 Sep 2026, 4:00 PM — class 74 Mill Hill Rd · 74 Mill Hill Road, Woodstock, NY 12498
'Samoa Wilson' on The Patio Thu 17 Sep 2026, 5:30 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
New Yacht City - Yacht Rock Tribute Thu 17 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Woodstock Heritage Festival Fri 18 Sep 2026, 10:00 AM — Festival Woodstock Heritage Festival · 241 Tinker St, Woodstock, NY 12498 · Free
Woodstock Heritage Festival Fri 18 Sep 2026, 10:00 AM — Festival 241 Tinker St · 241 Tinker Street, Woodstock, NY 12498
Popa Chubby Fri 18 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Omakase for Singles: A Speed Dating Tasting Experience Mon 21 Sep 2026, 5:30 PM — social Medo · 83 Mill Hill Road, Woodstock, NY 12498 · 21+
Steve Earle: 51 Years of Songs & Stories Wed 23 Sep 2026, 7:00 PM — Live music Bearsville Theater · 291 Tinker St, Woodstock, NY 12498 · Ticketed · 18+
Five O'Clock Somewhere Wed 23 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
I'm Your Man: A Tribute to Leonard Cohen ft. Robert Burke Warren Fri 25 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Celebration of Zena: An Immersive Forest Experience Fri 25 Sep 2026, 7:00 PM — Meetup Maverick Concerts Inc · 120 Maverick Road, Woodstock, NY 12498
Brian Mitchell & Friends Wed 30 Sep 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Random Acts of Kindness Spree in Woodstock Thu 1 Oct 2026, 11:00 AM — Festival Village Green · 6 Tinker Street, Woodstock, NY 12498
Wonderful Woodstock Scavenger Hunt Thu 1 Oct 2026, 11:00 AM — Meetup Village Green · 6 Tinker Street, Woodstock, NY 12498
'Jose Lopez & Chosen Style' In The Garden! Fri 2 Oct 2026, 6:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Carolyn Wonderland with Cindy Cashdollar Fri 2 Oct 2026, 6:30 PM — Live music Levon Helm Studios · 160 Plochmann Ln, Woodstock, NY 12498 · Ticketed (Tixr)
Wax Currents: Fusing Tradition and Innovation — opening Sat 10 Oct 2026, 2:00 PM — Art show Woodstock School of Art · 2470 Route 212, Woodstock, NY 12498 · Free
Shakedown Citi - Celebrating The Music of The Grateful Dead Sun 11 Oct 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Histories Of The Sawkill Through Human Impacts Sat 17 Oct 2026, 11:00 AM — class Historical Society of Woodstock · 20 Comeau Drive, Woodstock, NY 12498
Sister Sparrow & The Dirty Birds Sat 17 Oct 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
The Steel Wheels w/ Damn Tall Buildings Thu 22 Oct 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Random Acts of Kindness Spree in Woodstock Sun 1 Nov 2026, 11:00 AM — Festival Village Green · 6 Tinker Street, Woodstock, NY 12498
Wonderful Woodstock Scavenger Hunt Sun 1 Nov 2026, 11:00 AM — Meetup Village Green · 6 Tinker Street, Woodstock, NY 12498
John Splithoff Fri 6 Nov 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Michaela Anne Thu 12 Nov 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Aaron Lee Tasjan w/ Madeleine Kelson Fri 13 Nov 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
The Bones of J.R. Jones w/ Chris Kasper Sat 14 Nov 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
John Gullo's ROLLING STONES Thanksgiving Weekend Show! Sat 28 Nov 2026, 7:00 PM — Live music Colony · 22 Rock City Road, Woodstock, NY 12498
Listings are seeded from venue and organiser calendars. See them on the map.