Mid-Hudson Misfits Jingle Jams Derby Scrimmage

Skate Time 5164 US-209, Accord, NY

Two gender inclusive teams will go head-to-head in a WFTDA rule set scrimmage! Bringing unwrapped gifts for Toys for Tots is encouraged as well.

$5 – $12

Wreath Making Workshop

Kingston Social 237 Fair Street, Kingston

A wreath making workshop for families and friends. Design a wreath with locally foraged materials to take home while you share sweet moments with others seeking the same cozy winter vibes. All materials are earth-friendly! All ages are welcome! Note, all classes are held in a shared art studio on the 3rd floor, accessible by […]

$25 – $30

Light Up the Hamlet

Highland Vineyard and Main Streets, Highland, NY

Have your picture taken with Santa, enjoy some yummy treats, and warm up with some hot chocolate at this years Light Up the Hamlet event!

Christmas Line Dancing

Hudson House Distillery 1835 Route 9W, West Park, NY

Ring in the holiday season with a night of Christmas line dancing at Hudson House Distillery! Please see website for pricing information.

Catskill Ballet Theatre Presents: The Nutcracker

UPAC 601 Broadway, Kingston, NY, United States

Catskill Ballet Theatre Company (CBT) is thrilled to announce its highly anticipated production of The Nutcracker, returning to the Ulster Performing Arts Center (UPAC) stage for enchanting performances on December 13th, 14th, and 15th, 2024. The beloved holiday classic, which has become a tradition for generations of families and school kids throughout the Hudson Valley, […]

Christmas Pajama Party

Ole Savannah Southern Table & Bar 100 Rondout Landing, Kingston, NY

Throw on your cozy holiday PJ’s and stop by Ole Savannah for their Christmas Pajama Party with DJ Eddie Parker!

Soup & Holiday Fair

First Congregational Church of Saugerties 333 Main Street, Saugerties

Enjoy delicious soup and a Christmas sale!

Free

Holiday Fineries at the Wineries – November 23-24, December 7-8, and December 14-15

Shawangunk Wine Trail NY

Sip into the Season at the Hudson Valley's premier holiday wine and cider tasting event - Holiday Fineries at the Wineries! This long-running celebration features members of the Shawangunk Wine Trail, whose wineries and cider houses will be festively decorated for the occasion. On November 23-24, December 7-8, and December 14-15, 2024, you can enjoy […]

$40 – $50
Event Series Meet the Grinch

Meet the Grinch

Robibero Winery 714 Albany Post Road, New Paltz, NY, United States

The Grinch will be descending from his mountain and making a pit stop at Robibero this holiday season – don’t miss your chance to meet him!

Artists & Makers Holiday Market

ArtPort Kingston 108 East Strand Street, Kingston, NY

ArtPort Kingston will host a vibrant outdoor marketplace inspired by traditional European Winter Markets, featuring local artisans, hot food & drink, children’s workshops, performances, and more!

$5

Athens Victorian Stroll

Athens Cultural Center

Join the Athens Cultural Center on Saturday, December 14th, for the annual Victorian Stroll! Enjoy live music, dance performances, historic house tours, craft vendors, and holiday treats throughout the charming Village of Athens. Start at 24 Second Street for a map, passport, and festive fun. Collect stamps for a prize drawing, explore local shops, and […]

Free

Catskill Ballet Theatre Presents: The Nutcracker

UPAC 601 Broadway, Kingston, NY, United States

Catskill Ballet Theatre Company (CBT) is thrilled to announce its highly anticipated production of The Nutcracker, returning to the Ulster Performing Arts Center (UPAC) stage for enchanting performances on December 13th, 14th, and 15th, 2024. The beloved holiday classic, which has become a tradition for generations of families and school kids throughout the Hudson Valley, […]

Mihalidaze

Bearsville Theater 291 Tinker Street, Woodstock, NY, United States

Prepare for the holidaze and feel all the good vibes with a special performance by Mihali at Bearsville Theatre!

$37.85 – $118.15

Ars Choralis Presents “Welcome Yule: Time Was”

Holy Cross + Santa Cruz Episcopal Church 30 Pine Grove Avenue, Kingston, NY

Ars Choralis presents Time Was, a concert that captures the spirit of the holiday season through multicultural music and traditions that bring people together during December celebrations. The story is based on real-world and community events from the 1940s to the present day, and is told through music and spoken word.

$10 – $60
Event Series Phoenicia Farmers Market

Phoenicia Farmers Market

Parish Field 109 Main St, Phoenicia, NY

A delightful farmers market in the heart of the Catskills. Visit PFM outdoors for locally grown produce and artisanal, handmade foods. Enjoy free kids' activities and live music on Parish Field, adjacent to the Tanbark Loop Trail and steps from Phoenicia's charming Main Street.

Brunch with Santa

Ole Savannah Southern Table & Bar 100 Rondout Landing, Kingston, NY

Join Ole Savannah for a jolly day filled with holiday cheer and magical memories, guaranteed! Please call ahead for pricing information.

Holiday Fineries at the Wineries – November 23-24, December 7-8, and December 14-15

Shawangunk Wine Trail NY

Sip into the Season at the Hudson Valley's premier holiday wine and cider tasting event - Holiday Fineries at the Wineries! This long-running celebration features members of the Shawangunk Wine Trail, whose wineries and cider houses will be festively decorated for the occasion. On November 23-24, December 7-8, and December 14-15, 2024, you can enjoy […]

$40 – $50

Catskill Ballet Theatre Presents: The Nutcracker

UPAC 601 Broadway, Kingston, NY, United States

Catskill Ballet Theatre Company (CBT) is thrilled to announce its highly anticipated production of The Nutcracker, returning to the Ulster Performing Arts Center (UPAC) stage for enchanting performances on December 13th, 14th, and 15th, 2024. The beloved holiday classic, which has become a tradition for generations of families and school kids throughout the Hudson Valley, […]

Photos with Santa

Robibero Winery 714 Albany Post Road, New Paltz, NY, United States

Santa will be visiting Robibero Winery for the FIRST TIME EVER! Don’t miss out on this complimentary opportunity! Pets welcome!

Free

Ars Choralis Presents “Welcome Yule: Time Was”

Overlook United Methodist Church 233 Tinker Street, Woodstock, NY

Ars Choralis presents Time Was, a concert that captures the spirit of the holiday season through multicultural music and traditions that bring people together during December celebrations. The story is based on real-world and community events from the 1940s to the present day, and is told through music and spoken word.

$10 – $60

A John Waters Christmas

Old Dutch Church 272 Wall St, Kingston, NY

All attendees must be 18 and up! An hour and a half of pure comedic gold from John Waters – you won’t want to miss it!

$45 – $85

Upcycled Ornament Workshop

Kingston Social 237 Fair Street, Kingston

An ornament making workshop for kids designed to interact with upcycled materials such as paper, plastic, polyester, or practically anything from the litter bin. Materials may include toy cars, dinosaurs, e-waste, wires, and more. Note, all classes are held in a shared art studio on the 3rd floor, accessible by stairs only.

$25 – $30

Winter Floral Arrangement Workshop

Watergrasshill Bed & Breakfast 105 Phillies Bridge Rd, New Paltz

Another chance to design a beautiful floral arrangement with Watergrasshill B&B… except this time it’s the Christmas edition!

$70

The Wizard of Oz (1939)

Ulster Performing Arts Center 601 Broadway, Kingston, NY

This famous adaptation of the fantasy novel by L. Frank Baum proved to be a launching pad for the career of child star Judy Garland. Garland’s performance as Dorothy – a girl trying to navigate the mysterious land of Oz with the help of a wild cast of characters – is one of the most […]

Free

Collazo Christmas at The Falcon Benefit

The Falcon 1348 Rt 9W, Marlboro, NY, United States

A Falcon tradition! Collazo will be joining an all-star lineup of singers that delivers the cozy holiday spirit with proceeds going to a wonderful non-profit!

Annual Ugly Sweater Party

Robibero Winery 714 Albany Post Road, New Paltz, NY, United States

Find the ugliest sweater you own and stop by Robibero Winery for the jolliest wine night! Please call ahead for time and pricing information.

3rd Annual Saddles with Santa

Ridge Runner Ranch 85 Hasbrouck Rd, New Paltz

Join Ridge Runner Ranch for their 3rd annual Saddles with Santa featuring pony rides, a photo with Santa, a food truck, hot chocolate, and a whole lot of fun!

Event Series Character: Faces of Athens

Character: Faces of Athens

Athens Cultural Center

A heartfelt exploration of a village alive with stories and connection. Through a series of intimate portraits, photographer Lynda Shenkman captures the spirit of the community—its warmth, openness, and the rich diversity of its people. Each image tells a story, reflecting the unique lives that weave together to create a tapestry of belonging. Inspired by […]

Free

Marlboro’s Bad Elf Bar Hop

The Falcon 1348 Rt 9W, Marlboro, NY, United States

21 and up! This is Marlboro’s FIRST EVER Bad Elf Bar Hop! Come dressed in your holiday gear and go bar to bar! No cover!

Free

FREE FILM: Dr. Seuss’ How The Grinch Stole Christmas (2000)

Ulster Performing Arts Center 601 Broadway, Kingston, NY

Celebrate the holidays with the lavish live-action version of the classic tale, starring Jim Carrey as the coldhearted creature trying to thwart Whoville’s Yuletide celebration. This event is in partnership with the Center 4 Creative Education’s 2nd Annual Midtown Winter Wonderland! Center for Creative Education, Broadway Arts, and the YMCA will lead a holiday lights […]

Free

A Bearsville Christmas

Bearsville Theater 291 Tinker Street, Woodstock, NY, United States

Come see artists like Chris Maxwell, Amb Parsley, the Upstate Players, Critter Bonus, Cindy Cashdollar, and so much more!

$43.65 – $53.15
Event Series Phoenicia Farmers Market

Phoenicia Farmers Market

Parish Field 109 Main St, Phoenicia, NY

A delightful farmers market in the heart of the Catskills. Visit PFM outdoors for locally grown produce and artisanal, handmade foods. Enjoy free kids' activities and live music on Parish Field, adjacent to the Tanbark Loop Trail and steps from Phoenicia's charming Main Street.

Event Series Character: Faces of Athens

Character: Faces of Athens

Athens Cultural Center

A heartfelt exploration of a village alive with stories and connection. Through a series of intimate portraits, photographer Lynda Shenkman captures the spirit of the community—its warmth, openness, and the rich diversity of its people. Each image tells a story, reflecting the unique lives that weave together to create a tapestry of belonging. Inspired by […]

Free

Fiddler On The Roof (1971) at The Rosendale Theatre! (Sing Out Loud!)

Rosendale Theatre 408 Main Street, Rosendale, NY, United States

Come by for a magical night as the Rosendale Theatre once again celebrates one of the most beloved musical film experiences of all time! Sing out loud to your heart’s content! A night of family, friends and joy! Free Chinese nosh for everyone (while they last)! Topol repeats his legendary stage performance as “Tevye the […]

$6 – $10
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Seek For Yourself.