Woodstock & Hudson Valley Concert Calendar

Every gig worth knowing about at the great little rooms of the Catskills and the Hudson Valley — from the Colony garden to Levon's barn to a bluestone quarry in Saugerties. Here's what's on this month.

This WeekNext 7 nights This WeekendFri – Sun Editor’s PicksBest right now Free ShowsNo cover By ArtistA to Z

Full calendar Browse venues Browse artists Kids shows

Notable coming up

Thu Oct 29

Big Deep + Eastern Parkway: Halloween Kickoff in Woodstock

Rock City Grind · Woodstock

A Woodstock band, and local by their own account: co-founder Luke Schwartz describes the town as where they live, where they met, and the birthplace of Big Deep. He plays guitar alongside Jordan Fairless, who came from Spafford, with PJ Holaday drumming live. Big Deep Pt. 1 arrived in October 2026 led by the single All At Once, and Pt. 2 is due around the holidays. They share a name with one of Woodstock's swimming holes.

Thu Oct 29

Oscar Rossignoli Trio

The Local · Saugerties

A pianist from Honduras who moved to New Orleans in 2015 to study at the University of New Orleans and has worked there since, folding classical training into Latin and North American jazz. He co-leads the trio Extended with bassist Matt Booth and drummer Brad Webb, released the solo piano record Inertia, and has played with John Boutte, Jason Marsalis, Joe Dyson and Dee Dee Bridgewater.

Fri Oct 30

Third Eye Blind

Basilica Hudson · Hudson

Formed in San Francisco in 1993 around singer and rhythm guitarist Stephan Jenkins and drummer Brad Hargreaves, with Kryz Reid on lead guitar and Alex LeCavalier on bass. Their 1997 self-titled debut went six times platinum on the back of Semi-Charmed Life, Jumper and How's It Going to Be. Later records include Blue in 1999, Dopamine in 2015 and Our Bande Apart in 2021.

Fri Oct 30

Carsie Blanton

Colony · Woodstock

A singer and guitarist who grew up on a former cattle farm in Luray, Virginia, spent eight years in New Orleans and now works out of New Jersey with her Handsome Band. She releases her own records on a pay-what-you-want basis; Oliver Wood produced Idiot Heart in 2012 and Tyler Chester produced Love & Rage, a set of anti-fascist anthems, in 2021. She opened for Paul Simon in 2011.

Fri Oct 30

Dent May

The Half Moon · Hudson

Born in Jackson, Mississippi, and now based in Los Angeles, May started out in 2009 with The Good Feeling Music of Dent May & His Magnificent Ukulele on Paw Tracks and has since worked through synthesizers, samplers and piano. Across the Multiverse (2017), Late Checkout (2020) and What's for Breakfast? (2024) came out on Carpark Records, which also released The Big One in 2026. He co-founded the Oxford, Mississippi collective Cats Purring.

Fri Oct 30

St. Vincent

Bearsville Theater · Woodstock

Annie Clark plays guitar, bass, keyboards and theremin under this name, after stints in The Polyphonic Spree and Sufjan Stevens' touring band. Six Grammys, including Best Alternative Music Album three times, span St. Vincent in 2014, Masseduction in 2017, Daddy's Home in 2021 and All Born Screaming in 2024. She also made Love This Giant with David Byrne and co-wrote Taylor Swift's Cruel Summer.

Browse by type

This weekend Free shows Rock Folk / Americana Classical Indie Global DJ / Dance

October 2026 25 shows

Coming up

November 2026 December 2026 January 2027 February 2027 March 2027 April 2027

Follow along

Show announcements, photos & last-minute adds — come say hi.

Instagram ↗ Facebook ↗

↩ Browse past shows