City Winery Hudson Valley

City Winery Hudson Valley presents Hocus Pocus Drag Dinner on Wednesday, October 28th, at 7:00 PM.
It’s time to put a little magic on the menu. Join us for a spellbinding Hocus Pocus Drag Dinner hosted by Lady Celestina, featuring fabulous drag performances, delicious food, and plenty of Halloween fun. Inspired by the cult-classic film, this spirited evening brings together dinner, dazzling performances, and a little bit of mischief for a night you won’t soon forget.
Gather your coven, come in costume, and get ready for an evening of drag, dinner, and Hocus Pocus magic at City Winery Hudson Valley.
Doors open: 6:00 PM<a href="https://eventvesta.com/events/164180/t/tickets" rel="nofollow noopener" target="_blank">View Tickets &amp; More Info</a>

Local Event: Hocus Pocus Drag Dinner

Dutchess County

Mid Hudson Valley

New York

Hocus Pocus Drag Dinner

City Winery Hudson Valley presents Hocus Pocus Drag Dinner on Wednesday, October 28th, at 7:00 PM.
It’s time to put a little...

City Winery Hudson Valley presents Hip-Hop / R&amp;B Bingo with Tom Swoope on Thursday, November 5th at 7:00 PM, part of a multi-show series.
There’s bingo, and then there’s Hip Hop &amp; R&amp;B Bingo. Hosted by Tom Swoope, this high-energy night brings the classics of ’90s R&amp;B to life with a live DJ, live band, and plenty of chances to sing, dance, and play along. From Jodeci and Mary J. Blige to SWV and beyond, expect a night built around the songs you know by heart—with bingo woven into the experience.
Your ticket includes 8 bingo boards. General Admission seating is first come, first served, so arrive early, grab your spot, and get ready for a night of music, games, and good energy at City Winery Hudson Valley.

Local Event: Hip-Hop / R&B Bingo with Tom Swoope

Hip-Hop / R&B Bingo with Tom Swoope

City Winery Hudson Valley presents Hip-Hop / R&B Bingo with Tom Swoope on Thursday, November 5th at 7:00 PM, part of a...

City Winery Hudson Valley presents Hip-Hop / R&amp;B Bingo with Tom Swoope on Friday, November 6th at 7:00 PM, part of a multi-show series.
Hosted by Tom Swoope, this high-energy night brings the classics of ’90s R&amp;B to life with a live DJ, live band, and plenty of chances to sing, dance, and play along. From Jodeci and Mary J. Blige to SWV and beyond, expect a night built around the songs you know by heart—with bingo woven into the experience.
Your ticket includes 8 bingo boards. General Admission seating is first come, first served, so arrive early, grab your spot, and get ready for a night of music, games, and good energy at City Winery Hudson Valley.<a href="https://eventvesta.com/events/164182/t/tickets" rel="nofollow noopener" target="_blank">View Tickets &amp; More Info</a>

City Winery Hudson Valley presents Hip-Hop / R&B Bingo with Tom Swoope on Friday, November 6th at 7:00 PM, part of a multi-show...

City Winery Hudson Valley Presents Harvest Wine Festival on Sunday, November 8th, from 12:00 PM - 6:00 PM.
The ultimate fall day in the Hudson Valley awaits! Join us for a celebration of fall, wine, music, and local makers. Sip wines made on site by the winemaking team, shop Hudson Valley artisans and vendors, enjoy live music from local musicians, tour the winery, and spend the day soaking in the season.
What to Expect:
<ul><li>City Winery Wines &amp; Seasonal Pairings — Taste a curated selection of City Winery wines (including seasonal and Hudson Valley-exclusive pours) paired with a seasonal bite.</li><li>Local Artisan Market — Shop a curated mix of Hudson Valley makers, artists, craftspeople, and boutique vendors.</li><li>Live Music &amp; Entertainment — Performances by local musicians, plus lawn games and more throughout the day.</li><li>Winery Tours — Go behind the scenes and see where wines are made on site.</li><li>Wine Shop Pop-Up — Shop bottles to-go, holiday gift sets, and event-only wine offers.</li><li>Food available for purchase throughout the event.</li></ul>
Entertainment schedule (as listed): Henry Ferland: 11:00 AM - 12:45 PM (two 45 min sets) Bluestone Quarry: 1:00 PM - 2:45 PM (two 45 min sets) Chef Demonstration: 3:00 PM - 3:30 PM Jack Vero: 3:45 PM - 4:45 PM
<a href="https://eventvesta.com/events/166077/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Harvest Wine Festival

Harvest Wine Festival

 City Winery Hudson Valley Presents Harvest Wine Festival on Sunday, November 8th, from 12:00 PM - 6:00 PM.
The ultimate fall...

City Winery Hudson Valley 23 Factory Street Montgomery, NY 12549

City Winery Hudson Valley presents Chef &amp; Winemaker Dinner Series: From Masa To Mole on Friday, November 20th, at 6:00 PM.
Immerse yourself in an unforgettable evening at the beautiful, historic Hudson Valley City Winery as part of our Chef &amp; Winemaker Dinner Series: From Masa to Mole. Join Executive Chef Matthew Stolz for a thoughtfully crafted tasting menu inspired by the vibrant flavors and traditions of Mexican cuisine, paired with select wines from Winemaker Travis Van Caster.<a href="https://eventvesta.com/events/162243/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Chef & Winemaker Dinner Series: From Masa To Mole

Chef & Winemaker Dinner Series: From Masa To Mole

City Winery Hudson Valley presents Chef & Winemaker Dinner Series: From Masa To Mole on Friday, November 20th, at 6:00...

Three legendary voices. One unforgettable soul brunch. From the slow-burning romance of Anita Baker’s “Sweet Love” to the electric funk of Chaka Khan’s “Ain’t Nobody” and the soaring joy of Whitney Houston’s “I Wanna Dance with Somebody,” celebrate the women who defined an era. PureSoul’s exceptional vocalists and world-class musicians bring these iconic songs to life with passion, powerful performances, and irresistible grooves. Gather your friends, sip your mimosas, and settle into the soulful vibes at City Winery Hudson Valley—this is a Sunday worth singing about. Doors Open: 11:00 AM

Local Event: PureSoul Presents Ladies of the 80s: Anita, Chaka, Whitney

PureSoul Presents Ladies of the 80s: Anita,...

Three legendary voices. One unforgettable soul brunch. From the slow-burning romance of Anita Baker’s “Sweet Love” to the...

PureSoul Presents Ladies of the 80s: Anita, Chaka, Whitney

City Winery Hudson Valley presents Howie Day on Sunday, December 6th, at 7:00 PM! With emotionally resonant songwriting, inventive melodies, and a voice that can move from soaring highs to raw, heartfelt grit, Howie Day has spent more than two decades connecting with audiences around the world. Best known for his 4x Platinum hit “Collide,” Day first made his mark with his independently released debut Australia, before breaking through with his major-label album Stop All The World Now. His distinctive live performances helped set him apart, incorporating guitar, vocals, percussion, effects pedals, and loop-sampling techniques to create a dynamic one-man-band experience. Now, with a catalog spanning Australia, Stop All The World Now, Sound the Alarm, and Lanterns, Day continues to bring his deeply personal songs to the stage with the energy, warmth, and humor that have made his live shows so memorable. Experience Howie Day live at City Winery Hudson Valley.
<a href="https://eventvesta.com/events/168424/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Howie Day

Howie Day

City Winery Hudson Valley presents Howie Day on Sunday, December 6th, at 7:00 PM! With emotionally resonant songwriting,...

City Winery Hudson Valley presents Eric Roberson on Saturday, December 12th, at 7:00 PM.
Experience an evening of authentic R&amp;B and soul with GRAMMY-nominated singer, songwriter, and producer Eric Roberson. A pioneer of independent soul, Roberson has spent more than two decades building a devoted following with his smooth vocals, heartfelt storytelling, and signature blend of classic soul and contemporary R&amp;B.
With 18 studio albums to his name, including his 2026 release Beautifully All Over The Place, Roberson continues to push creative boundaries while staying true to his independent roots. Praised by peers like Jill Scott and Bryan Michael Cox, he brings a distinctive voice and undeniable artistry to every performance.
Discover more at JoinTheProcess.com and EricRobersonMusic.com, and experience one of independent R&amp;B’s most respected voices live at City Winery Hudson Valley.<a href="https://eventvesta.com/events/168425/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More info

Local Event: Eric Roberson

Eric Roberson

City Winery Hudson Valley presents Eric Roberson on Saturday, December 12th, at 7:00 PM.
Experience an evening of authentic R&B...

City Winery Hudson Valley presents Jaimoe &amp; Friends on Sunday, December 13th, at 7:00 PM! Experience the music and legacy of the Allman Brothers Band with Jaimoe, the band’s last surviving original member and legendary drummer. Still carrying the spirit of the Brothers forward, Jaimoe leads an all-star group in a performance blending Allman Brothers classics with the jazz that first inspired him, from John Coltrane to Miles Davis. Featuring Jaimoe on drums, Bruce Katz on keyboards, Kris Jensen on saxophone, Joel Harrison on guitar and vocals, and Joe Fonda on bass and vocals, this special performance connects the Southern rock legacy of the Allman Brothers with the rich traditions of jazz. A portion of proceeds will benefit the Big House Foundation. <a href="https://eventvesta.com/events/168426/t/tickets" rel="nofollow noopener" target="_blank">View Tickets &amp; More Info</a>

Local Event: Jaimoe & Friends

Jaimoe & Friends

City Winery Hudson Valley presents Jaimoe & Friends on Sunday, December 13th, at 7:00 PM! Experience the music and legacy of...

City Winery Hudson Valley presents SPECIAL HOLIDAY-WEEK PERFORMANCE: Strawberry Fields Ultimate Beatles Brunch Concert on Sunday, December 27th, at 12:00 PM.
The Beatles’ music has never gone out of style—and Strawberry Fields brings it to life for a brunch celebration at City Winery Hudson Valley. Featuring cast members from the Broadway and touring company of Beatlemania, the group captures the sound, spirit, and energy of the Fab Four in an interactive live performance.
Sing along to classics like “Hey Jude,” “Let It Be,” and “Come Together” while enjoying a delicious à la carte brunch.
Please note: brunch and gratuity are not included in the ticket price.

Local Event: SPECIAL HOLIDAY-WEEK PERFORMANCE: Strawberry Fields Ultimate Beatles Brunch Concert

SPECIAL HOLIDAY-WEEK PERFORMANCE: Strawberry...

City Winery Hudson Valley presents SPECIAL HOLIDAY-WEEK PERFORMANCE: Strawberry Fields Ultimate Beatles Brunch Concert on...

SPECIAL HOLIDAY-WEEK PERFORMANCE: Strawberry Fields Ultimate Beatles Brunch Concert

City Winery Hudson Valley Presents The Amish Outlaws on Friday, January 8th, at 7:30 PM!
From Amish roots to one of the most unpredictable live shows around, The Amish Outlaws bring a wild mix of music, energy and humor to the stage. Four of the band’s six original members grew up in strict Amish communities in Lancaster, PA, eventually choosing a different path after Rumspringa—the Amish tradition that gives young people an opportunity to experience life outside the community before deciding whether to return.
They didn’t go back.
Instead, they picked up instruments and built a setlist with virtually no boundaries. Hip-hop, rock, country, metal, disco, pop and even opera can all make an appearance, often in unexpected ways. The result is a high-energy show that keeps audiences guessing—and singing along.
Come see what happens when Amish roots meet a serious love of music.<a href="https://eventvesta.com/events/168428/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More info

Local Event: The Amish Outlaws

The Amish Outlaws

City Winery Hudson Valley Presents The Amish Outlaws on Friday, January 8th, at 7:30 PM!
From Amish roots to one of the most...

City Winery Hudson Valley presents Valerie June on Wednesday, March 17th at 7:00 PM.
Settle in for an intimate night of extraordinary songwriting as Valerie June comes to City Winery Hudson Valley on Wednesday, March 17. The Grammy-nominated singer-songwriter and three-time Americana Music Honors &amp; Awards nominee has earned a devoted following by creating music entirely on her own terms. Rooted in folk, soul, blues, Americana, and generations of musical tradition, June’s songs offer what she describes as fresh medicinal downloads of love, sweetness, goodness, and joy.
Her remarkable career includes three best-selling solo albums, songwriting for Mavis Staples and The Blind Boys of Alabama, praise from Bob Dylan, and performances alongside John Prine, Norah Jones, Tyler Childers, Willie Nelson, Brandi Carlile, Robert Plant, Emmylou Harris, and many more.
Surrounded by the Hudson Valley, City Winery offers a fittingly intimate setting to experience Valerie June’s distinctive voice, soulful storytelling, and deeply original approach to American roots music.<a href="https://eventvesta.com/events/168429/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Valerie June

Valerie June

 City Winery Hudson Valley presents Valerie June on Wednesday, March 17th at 7:00 PM.
Settle in for an intimate night of...

Andy Hud

New York City Metropolitan Area

Putnam County

Southeast-Brewster

Litchfield County

Rich Kirby

Hartford Metropolitan Area

New Milford

Connecticut

Westchester County

Jeff Edwards

Peekskill-Cortlandt

Yorktown-Somers

Fairfield County

Hayleigh Evans

Danbury

Brookfield

Ossining-Croton-On-Hudson

Ridgefield

Rockland County

New City

Bethel

Clutch & Throttle

Join us for Storytime with Balloons, a special event celebrating the legendary Harry Houdini. This magical afternoon is presented in collaboration with Magic On Main and hosted at Clutch &amp; Throttle, where you can enjoy coffee, cookies, and milkshakes during the performance.

Local Event: Crazy Christine Balloons

Greene County

Windham

Crazy Christine Balloons

Join us for Storytime with Balloons, a special event celebrating the legendary Harry Houdini. This magical afternoon is...

Nearby Communities

State Edition

National Edition

Posting Activity

Hocus Pocus Drag Dinner

OCT

28

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Hip-Hop / R&B Bingo with Tom Swoope

NOV

5

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Hip-Hop / R&B Bingo with Tom Swoope

NOV

6

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Harvest Wine Festival

NOV

8

12:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Chef & Winemaker Dinner Series: From Masa To Mole

NOV

20

6:00 PM

Mid Hudson Valley, NY

PureSoul Presents Ladies of the 80s: Anita, Chaka, Whitney

DEC

6

12:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Howie Day

DEC

6

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Eric Roberson

DEC

12

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Jaimoe & Friends

DEC

13

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

SPECIAL HOLIDAY-WEEK PERFORMANCE: Strawberry Fields Ultimate Beatles Brunch Concert

DEC

27

12:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

The Amish Outlaws

JAN

8

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Valerie June

MAR

17

7:00 PM

City Winery Hudson Valley, 23 Factory St, Montgomery, NY

Crazy Christine Balloons