2024 events at City Winery Hudson Valley in Montgomery NY

City Winery Hudson Valley Winter Lineup with Raul Palo, Constantine Maroulis, Will Hoge, comedian Isabel Hagen and more!

By inside + out | January 16, 2024

City Winery Hudson Valley has an awesome Winter lineup that includes live music, tasty food + wine dinners, comedy shows and more. If you’re a foodie you’ll love this Winter’s food and wine Pairing Series Dinners – like their marvelous Mushroom Mania Dinner or the Southern Charm Dinner. Music lovers get ready for some serious sounds with: American Idol Finalist and Two-Time Tony Nominee Constantine Maroulis; a special night with Raul Palo, the incomparable frontman of genre-defying, Grammy Award-winning band The Mavericks; and American singer-songwriter Joshua Radin. You may have heard Radin’s songs played on a number of television series such as Designated Survivor, Scrubs, Grey’s Anatomy, Brothers and Sisters, American Idol, Cougar Town, One Tree Hill, House, Shameless, among others. Sundays were made to sip and sing along at the ultimate Beatles Strawberry Fields Brunch. And, laugh your you-know-what off with comedian, Isabel Hagen. See the full line up below. Great way to beat the winter blues. Click on the event titles below to get more info and tickets.

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Laughs Along the Wallkill Comedy Series featuring Isabel Hagen – Thur Jan 18th @ 7:30pm

Isabel Hagen, a Juilliard-trained virtuoso who goes seamlessly from concert halls to comedy clubs, is bringing her unique blend of music and mirth to City Winery Hudson Valley.

Pairing Series Dinner: Mushroom Mania – Fri Jan 26th @ 6pm

City Winery Hudson Valley invites you to their second Pairing Series dinner featuring a Mushroom Tasting Menu by Executive Chef Tony Moustakas and wine pairings from our local Winemaker, Travis Van Caster. This unique evening will consist of a five-course tasting dinner along with five wine pairings.

Singles Sip & Stretch Yoga Class – Sat Jan 27th @ 12pm

Singles Sip n’ Stretch. A yoga party for singles created by Drunk Yoga®. Join Eli Walker (founder of Drunk Yoga) for this exclusive #singlelife-themed social wellness experience at City Winery Hudson Valley.

Constantine Maroulis Live in Concert – Sat Feb 3rd @ 7pm

American Idol Finalist and Two-Time Tony Nominee Constantine Maroulis, LIVE in concert!

Pairing Series Dinner: Wine & Dine Seafood Extravaganza – Fri Feb 9th @ 5:45pm

City Winery Hudson Valley invites you to their third Pairing Series dinner focusing on a unique four-course seafood experience-themed Tasting Menu by Executive Chef Tony Moustakas and wine pairings from our local Winemaker, Travis Van Caster. This unique evening will consist of a five-course tasting dinner along with five wine pairings.

Strawberry Fields: Ultimate Beatles Brunch – Sat Feb 17th @ 12pm | Sat March 30th @ 12pm | Sat April 20th @ 12pm

Strawberry Fields is the closest you can get to seeing the Beatles perform live! Ticket includes an unlimited breakfast buffet, coffee, tea, juice & concert ticket! “Come Together” with your fellow Beatles fans and grab your tickets today.

Singles Sip & Stretch Yoga Class – Sun Feb 18th @ 12pm

Pairing Series Dinner: Southern Charm – Fri Feb 23rd @ 6pm

City Winery Hudson Valley invites you to their fourth Pairing Series dinner featuring a Southern Charm Food Tasting Menu and Wine pairing by Executive Chef Tony Moustakas. This unique evening will consist of a five-course tasting dinner along with five wine pairings.

Will Hoge Live in Concert – Sun March 10th @ 7pm

Will Hoge is a mainstay of 21st-century rock & roll, carrying the torch for a blue-collar sound rooted in ringing Telecaster guitars and anthemic songwriting. Don’t miss the opportunity to see him live in concert!

Raul Malo with Special Guest Seth Walker Live in Concert – Tue March 26th @ 7pm

Raul Palo is the incomparable frontman of genre-defying, Grammy Award-winning band The Mavericks, and yes, he will be live at City Winery Hudson Valley. Grab your tickets today!

The Winter Wine Experience – Sun March 31st @ 11am

The Winter Wine Experience includes two wine flights to redeem while dining in our restaurant + a bottle of wine + two City Winery branded amuse glasses to continue the experience at home. Must be redeemed by March 31st, 2024. (Please note Door/Start times do not apply to this event!)

Joshua Radin Live in Concert – Thur April 4th @ 8pm

Joshua Radin is an American singer-songwriter. He has recorded nine studio albums, and his songs have been used in a number of films and TV series. Don’t miss the chance to see him live in concert!