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Ulster County event guide for October 2-8

by HV1 Staff
September 30, 2025
in Calendar
0
Ulster County event guide for October 2-8

Submit your event here.

Discover the most comprehensive weekly calendar of events in Ulster County and the Hudson Valley. Whether you’re searching for local events, weekend festivals, live music, art shows, or family-friendly activities, we’ve got you covered. We gather hundreds of events from local venues every week, offering a complete list of the best activities the region has to offer.


Jump to: Thu | Fri | Sat | Sun | Mon | Tue | Wed

Thu. 10/2

Meet the Artist w/ Linda Weintraub at CPW in Kingston, 6pm.

Beartoe: The Midnight Howl at Keegan Ales in Kingston, 6pm.

Trivia w/ DJ Maxwell at Rough Draft in Kingston, 6pm.

Open Bluegrass Jam at West Kill Supply in Kingston, 6pm.

Golden Child at Return Brewing in Hudson, 6pm.

Karaoke & Wing Night at Outpost BBQ in Kerhonkson, 6pm.

Local History Talk: Historical Trade Routes in the Hudson River Valley at Hudson Area Library in Hudson, 6pm.

Trivia Night at Gunks Gaming Guild in New Paltz, 6:30pm.

Open Mic Night at Taste Budds Cafe in Red Hook, 6:30pm.

Open Mic Night on the Salon Stage at Towne Crier Cafe in Beacon, 6:30pm.

On the Fly Story Slam: Haunted House at Avalon Lounge in Catskill, 7pm.

Sonny Rock’s Pro Jam at The Colony in Woodstock, 7pm.

Big Joe Fitz & The Lo-fi’s at High Falls Cafe in High Falls, 7pm.

A Rod Serling Evening Celebrating the 66th Anniversary of The Twilight Zone at Rosendale Theater in Rosendale, 7pm.

Cat & The Earth is Evil Book Release Party w/ DJ Nathan Aguilar at Tubby’s in Kingston, 7pm.

Dracula at Widow Jane Mine in Rosendale, 7pm.

Literary Night: A Galère of Poetic Autopsies at Park Theater in Hudson, 7pm.

The Robert Cray Band at Bardavon Theater in Poughkeepsie, 7:30pm.

Jeff Slate & Friends w/ Special Guests Celebrate John Lennon’s 85th Birthday at The Falcon in Marlboro, 7:30pm.

New York’s Finest: Tribute to Sting & The Police at Daryl’s House in Pawling, 8pm.

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Fri. 10/3

Hudson Valley Regional Portfolio Day at MJN Convention Center in Poughkeepsie, 4pm.

Fall Vibes Grown-Up Book Fair at Rose Hill Farm in Red Hook, 4pm.

Men Wear Pink Fundraiser for Breast Cancer Awareness at Angry Orchard in Walden, 5pm.

Stone Mountain Farm Sound Collective at Rail Trail Cafe in New Paltz, 5pm.

Christine Spero at Twin Star Orchards in New Paltz, 5pm.

Paper Prince at Return Brewing in Hudson, 5pm.

★ Fall Flannel Festival. 10/3-10/5. Friday(5-10): Country & Rock by Still Wind Band with Frank Alexander leading line dancing. Saturday(3-10): Marist Flannel Fashion Show & Local Jam Band. Sunday(1-5): Lenny Frank & Carol May. Food, inflatables, games, thrift shop, pet friendly 845-235-4771. At St. Augustine’s Community Center in Highland, 5pm.

 

Le Schmooze business networking event with Jen Donovan and Kate Bradley Chernis at Le Shag in Kingston, 5pm.

Alexander at St. Augustine’s Community Center in Highland, 5pm.

The Jack Grace Band in the Garden at the Colony in Woodstock, 6pm.

Paint & Sip at Gunks Gaming Guild in New Paltz, 6pm.

Too Lazy Boys at Pearl Moon in Woodstock, 6pm.

Matt Hogan & Adam McLaren at The Dutch in Saugerties, 6pm.

Starry Starry Night at Walkway Over the Hudson in Poughkeepsie, 6pm.

Breakaway at Stonehouse Tavern in Accord, 6:30pm.

Songwriters Showcase w/ Lee Marvin & Sara K on the Salon Stage at Towne Crier Cafe in Beacon, 6:30pm.

Movie Night on Bannerman Island in Beacon, 6:30pm.

When France Meets America Concert at St. Gregory’s Episcopal Church in Woodstock, 6:30pm.

Jude Roberts Album Release Show w/ Jon B. Woodin at The Colony in Woodstock, 7pm.

Hudson Jazz Festival: Julius Rodriguez Group at Hudson Hall in Hudson, 7pm.

Schmave w/ Kissing Well & DJ Skeeter at Keegan Ales in Kingston, 7pm.

Alvin Kuai at Laugh It Up Comedy Club in Poughkeepsie, 7pm.

Fingerstyle Guitar Performance w/ Henry Ferland at Rosendale Theater in Rosendale, 7pm.

Dracula at Widow Jane Mine in Rosendale, 7pm.

Words Carry Us w/ Betty MacDonald Hosts Gail Straub at Green Kill in Kingston, 7pm.

Bianca Carano at Di’Vine Wine Bar in Wappingers, 7pm.

★ Hudson Valley Flamenco Festival.Experience the passion, rhythm, and artistry of flamenco with the Hudson Valley Flamenco Festival’s Flamencotoño: Flamenco in Autumn. Join us for two spectacular performances: TABLAO: A Flamenco Fiesta, Full Circle @ 7pm VIENTO: New Bojaira, Flamenco Jazz Band, Millbrook Bandshell.

 

The Windup at Chromatic Studios in Kingston, 7:30pm.

The Oz Noy Quartet at The Falcon in Marlboro, 7:30pm.

Toad the Wet Sprocket w/ KT Tunstall & Vertical Horizon at Palace Theater in Albany, 7:30pm.

★ Seeds Under Nuclear Winter: Earth Opera Sanctuary Edition. Experimental immersive theater experience recreating dreams and visions through music, movement, and light experiments with a cast of 41 Hudson Valley performance artists & musicians at the Old Dutch Church in Kingston, 7:30pm.

 

Hard Plastics at Avalon Lounge in Catskill, 8pm.

Makaya McCraven at Bearsville Theater in Woodstock, 8pm.

Howl in the Black Box at the Center for Performing Arts in Rhinebeck, 8pm.

Misery at Falls Theater in Wappingers Falls, 8pm.

Crybaby: The Janis Joplin Experience w/ Lisa Polizzi at Daryl’s House in Pawling, 8pm.

The Soul Rebels at Levon Helm Studios in Woodstock, 8pm.

Artaud Artaud at Parker Theater at SUNY New Paltz in New Paltz, 8pm.

Eileen Ivers & The Brigideens at The Local in Saugerties, 8pm.

Chris Wilhelm / Marc Delgado at Park Theater in Hudson, 8pm.

Damn the Torpedoes: Tribute to Tom Petty and the Heartbreakers at Silk Factory in Newburgh, 8pm.

The Tannahill Weavers at Towne Crier Cafe in Beacon, 8:30pm.

Hudson Jazz Festival Opening Night Dance Party w/ Bigyuki at Second Ward Foundation in Hudson, 9pm.

Intergalactic Prom at Snug Harbor in New Paltz, 9pm. 

Friday Night Fever w/ DJ Ace Roy at The Colony in Woodstock, 10pm.

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Sat. 10/4

The 15th Annual British Car Show at Woodstock Playhouse in Woodstock, 8:30am.

Fall Festival w/ Yard Sale & Chili Take-Out at Reformed Church of Saugerties in Saugerties, 9am.

★ Handcrafted Octoberfest.Now in its sixth year, this festive Hudson Valley fall event features 130+ juried exhibitors, live music, seasonal food, family activities, artisan demonstrations, giant pumpkin weigh-offs, and master pumpkin carving with an Oktoberfest twist at Dutchess County Fairgrounds in Rhinebeck, Saturday and Sunday. 10am.

 

Fall Festival w/ Live Music by Occupist at Belleayre Lodge in Highmount, 10am.

★ Applestock. A fun day for the whole family! Children’s story time at 10 and kids activities. A wide variety of great vendors, delicious food, live music, & our famous apple pies & fritters at Huguenot St. Reformed Church in New Paltz, 10am.

 

Clothing Sale at St. Andrew’s Church in New Paltz, 10am.

Stockade Faire w/ Markets, Food & Drink, and Hot Rod Show on Wall Street & North Front Street in Kingston, 11am.

The Country and Blues are Dead! Duo w/ Michael Bram & Chris Vitarello at Daryl’s House in Pawling, 12pm.

Oktoberfest w/ Live Music from The Big Shoe at RMV Cellars in West Park, 12pm.

Vertical Dance Workshop w/ Steep Horizon Dance at WildHeart Center for Performance & Embodiment Practice in Wallkill, 12pm.

Fall Family Fun Day at Kalleco Nursery Corp in Tillson, 12pm. 

Good Time Honey at Twin Star Orchards in New Paltz, 1pm.

Borscht Belt Architecture: Designs of the Jewish Alps at Town of Ulster Library in Kingston, 1pm.

Riparian Rhapsody w/ Arm-of-the-Sea Theater at Thomas Cole Historic Site in Catskill, 2pm.

Misery at Falls Theater in Wappingers Falls, 2pm.

RVGA’s 18th Annual Harvest Hoedown: Fun for All Ages at Marbletown Town Park in Stone Ridge, 2pm.

The Whinin’ Boys at West Kill Brewing in West Kill, 3pm.

Come Into Bloom: An Event Dedicated to Flowers at Woodstock Artists Association & Museum in Woodstock, 3pm.

Artist Talk: Terraphilia w/ Lisa Lebofsky & Christie Scheele at 1053 Gallery in Fleischmanns, 3pm.

Fall Flannel Festival w/ Marist Flannel Fashion Show & Local Jam Band at St. Augustine’s Community Center in Highland, 3pm.

What Next? at Time and Space Limited in Hudson, 3pm, 6pm.

Oktoberfest: Balkan & Afro Beat Music Fest at ArtPort in Kingston, 4pm.

Wine Tasting Fundraiser for Research & Archives Building at Historical Society of Woodstock in Woodstock, 4pm.

Exhibition Opening: Boundless Creativity at Reher Center in Kingston, 4pm.

A Culinary Uprising: The Story of Bloodroot Documentary Screening at Rosendale Theater in Rosendale, 4pm.

BJ Hendrickson at Blue Hill Catskills in Claryville, 4pm. 

Exhibition Opening Reception: These Hands Are Hers at Fits & Starts Project Site in Kingston, 4pm. 

Peter Wetzler at Rail Trail Cafe in New Paltz, 5pm.

The Fates in the Garden at the Colony in Woodstock, 6pm.

A Groove Gathering at Stonehouse Tavern in Accord, 6pm.

Paul Guzzone on the Salon Stage at Towne Crier Cafe in Beacon, 6pm.

The Marc Black Band’s Night to Remember at The Colony in Woodstock, 7pm.

Hudson Jazz Festival: Caity Gyorgy Quartet at Hudson Hall in Hudson, 7pm.

The Drip at Keegan Ales in Kingston, 7pm.

Adam Hunter at Laugh It Up Comedy Club in Poughkeepsie, 7pm.

Rob Scheps Core-tet at Lydia’s Cafe in Stone Ridge, 7pm.

Laurie MacAllister of Red Molly at Phoenicia Playhouse in Phoenicia, 7pm.

Zombie Horror Double Feature: Children Shouldn’t Play With Dead Things (1972) & Night of the Living Dead (1968) at Rosendale Theater in Rosendale, 7pm.

Dracula at Widow Jane Mine in Rosendale, 7pm.

Rock Academy Presents Best of Season at Woodstock Playhouse in Woodstock, 7pm.

The Freakin’ Ricans at Di’Vine Wine Bar in Wappingers, 7pm.

Roxiny at Chromatic Studios in Kingston, 7:30pm.

The Bush Brothers at High Falls Cafe in High Falls, 7:30pm.

Bored Teachers: The Struggle is Real Comedy Tour at MJN Convention Center in Poughkeepsie, 7:30pm.

Swing Dance w/ The Blue Plate Special at White Eagle Hall in Kingston, 7:30pm.

An Evening w/ David Sedaris at Bardavon Theater in Poughkeepsie, 8pm.

The Vampire Circus at Ulster Performing Arts Center in Kingston, 8pm.

Howl in the Black Box at the Center for Performing Arts in Rhinebeck, 8pm.

Dracula at Falls Theater in Wappingers Falls, 8pm.

Close Enemies w/ Tom Hamilton of Aerosmith at Daryl’s House in Pawling, 8pm.

Midnight Ramble w/ Olivia Ellen Lloyd at Levon Helm Studios in Woodstock, 8pm.

Artaud Artaud at Parker Theater at SUNY New Paltz in New Paltz, 8pm.

Hip Hop Night: Rhys Langston / Icky Reels / You, Dominique, Krugga at Tubby’s in Kingston, 8pm.

Kyle Miller at 1915 Wine Cellar in Poughkeepsie, 8pm.

Slippery When Wet at Roosevelt Hall in Warwick, 8pm.

Kelli Baker Band / The Traveling Riverside Blues Band at Towne Crier Cafe in Beacon, 8:30pm.

Primal Disco at Avalon Lounge in Catskill, 9pm.

Hudson Jazz Festival: Tristen Jarvis’ Deep Tones for Peace at Park Theater in Hudson, 9pm.

Good Kids Maad Station DJ Dance Party at Station Bar & Curio in Woodstock, 9pm.

Super Brawl VI Lip Sync Competition at Snug Harbor in New Paltz, 10pm.

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Sun. 10/5

2025 Rosendale Runs at Wallkill Valley Rail Trail in Rosendale, 8:30am.

Ecstatic Dance w/ Aga at Assembly in Kingston, 10am.

Handcrafted Octoberfest at Dutchess County Fairgrounds in Rhinebeck, 10am.

Fall Festival w/ Live Music by 90 Proof Band at Belleayre Lodge in Highmount, 10am.

Painting the Day Free Plein-Air Workshop at Athens Riverfront Park in Athens, 10am.

Wicked Wreath Workshop at Gardiner Library in Gardiner, 10am.

Banned Books Storytime w/ NYCLU at Rough Draft in Kingston, 10:30am.

Tillson Jazz Ensemble at Pearl Moon in Woodstock, 11am.

Harvest Festival: Oktoberfest at Bethel Woods Center for the Arts in Bethel, 11am.

East Coast Jazz on the Salon Stage at Towne Crier Cafe in Beacon, 11:30am.

Soul R & B Brunch at Silk Factory in Newburgh, 12pm.

Ann Belmont at Rail Trail Cafe in New Paltz, 1pm.

Brad Cole at Twin Star Orchards in New Paltz, 1pm.

Echoes of the Catskills: A Local Poetry Reading at Kenco Outfitters in Kingston, 1pm.

Fall Flannel Festival w/ Food, Games & Thrift Shopping at St. Augustine’s Community Center in Highland, 1pm.

Fall Explorations Mushroom Ecology Hike w/ Luke Sarrantonio at the Ashokan Center in Olivebridge, 2pm.

Dracula at Falls Theater in Wappingers Falls, 2pm.

Hudson Jazz Festival: Gotham Kings at The Caboose in Hudson, 2pm.

Michael Buckley’s The Weirdos (For Ages 8-12) at Oblong Books in Rhinebeck, 2pm.

Artaud Artaud at Parker Theater at SUNY New Paltz in New Paltz, 2pm.

Ben Foster at West Kill Brewing in West Kill, 2pm.

Past Transgressions: True Crime & Tensions of Early Ulster County at Bevier House Museum in Kingston, 2pm.

Michael Douma’s So Many Souls: The Magnitude of Dutch Slavery in the Hudson Valley Author Talk at Hudson Area Library in Hudson, 2pm.

Howl in the Black Box at the Center for Performing Arts in Rhinebeck, 3pm.

Opening Reception: Ken Sahr’s Paintings at 510 Warren Street Gallery in Hudson, 3pm.

Swing Dance w/ Ahlfabet at New Beginnings CMA Church in Poughkeepsie, 3pm. 

A Conversation w/ D&H Historian Bill Merchant Aboard Solaris at Hudson River Maritime Museum in Kingston, 4pm.

Sitar Brothers w/ Subrata Bhattacharya Tabla at Matagiri Sri Aurobindo Center in Mt Tremper, 4pm.

Hudson Jazz Festival: Joel Ross’ Good Vibes at Hudson Hall in Hudson, 5pm.

A Century of Jazz: The EarRegulars at The Local in Saugerties, 5pm.

Storytelling Open Mic at Full Circle in Gardiner, 6pm.

Vision Callers at Howland Cultural Center in Beacon, 6pm.

Carolyn Wonderland Band w/ Cindy Cashdollar & Shelley King at The Colony in Woodstock, 7pm.

Dalton & The Sheriffs Present The Zac(h)s: A Celebration of the Music of Zac Brown & Zach Bryan at Daryl’s House in Pawling, 7pm. 

Dracula at Widow Jane Mine in Rosendale, 7pm.

Black Violin Full Circle Tour w/ Abraham Alexander at Palace Theater in Albany, 7pm.

Upstate Composers Orchestra: Halloween Edition at Avalon Lounge in Catskill, 7:30pm.

Analog Jazz Orchestra w/ Ed Neumeister at The Falcon in Marlboro, 7:30pm.

Adam Ezra Group at Towne Crier Cafe in Beacon, 7:30pm.

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Mon. 10/6

Impossible City Improv at Park Theater in Hudson, 7pm.

The World Famous Colony Open Mic at The Colony in Woodstock, 8pm.

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Tue. 10/7

Deborah Kapchan’s Taking Leave at Oblong Books in Rhinebeck, 6pm.

Open Mic Night at Gunks Gaming Guild in New Paltz, 6:30pm.

Los Microwaves / Rose Club / Chaki the Funk Wizard at Avalon Lounge in Catskill, 8pm.

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Wed. 10/8

Coffee & Colleagues: Meeting for LGBTQ+ Mental Health Providers at Hudson Valley LGBTQ+ Community Center in Kingston, 9am.

KinderCoding with Bee-Bots at Mid-Hudson Discovery Museum in Poughkeepsie, 11am.

Karaoke Night at Angry Orchard in Walden, 5pm.

Hudson Valley Property Owners Meeting at Senate Garage in Kingston, 6pm.

Casper (1995) Spooky Season Movie Night at The Dutch in Saugerties, 6pm.

Triad at Pearl Moon in Woodstock, 6:30pm.

Open Mic Night at Stonehouse Tavern in Accord, 6:30pm.

Little Days & Bernie Barlow at The Colony in Woodstock, 7pm.

L.A. Guns at Daryl’s House in Pawling, 7pm.

Hung Up on a Dream Documentary Screening at Rosendale Theater in Rosendale, 7pm.

The Nest Sessions at The Falcon in Marlboro, 7pm.

Please Ask Paul at The Pines in Mt Tremper, 7pm.

Lily Seabird / Thomas Dollbaum / Blue Ranger at Avalon Lounge in Catskill, 8pm.

Helm / Chris Ryan Williams / Mark Trecka at Tubby’s in Kingston, 8pm.

A Stick & A Box: Evocative Jazz, Exotic Lounge at Green Kill in Kingston, 8pm.

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