Events
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A Frosty Fest
Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United StatesExperience the thrill of a festive winter wonderland filled with seasonal fun, dazzling decorations, and holiday excitement for the whole family. Make it a memorable Hudson Valley getaway and discover the magic of the season!
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Cosmic Charlie Brown Christmas ft. Jason Crosby
Bearsville Theater 291 Tinker Street, Woodstock, NY, United StatesExperience an unforgettable night of live music, festive spirit, and psychedelic holiday magic in one of the Hudson Valley’s most unique music venues. It’s the perfect excuse to make a winter getaway out of great music, local charm, and holiday cheer!
$30 -
A Christmas Carol
UPAC 601 Broadway, Kingston, NY, United StatesA timeless performance in the heart of Uptown Kingston! Experience the beloved holiday classic brought to life on stage, filled with festive spirit, memorable moments, and the perfect dose of Christmas nostalgia. Make it part of your holiday getaway and enjoy everything Kingston has to offer this season!
$21 – $33 -
Charlotte Cornfield & Friendship w/ More Eaze
Assembly Kingston 236 Wall St, Kingston, NY, United StatesCharlotte Cornfield is a Toronto singer-songwriter whose heartfelt, full-voiced music explores love, uncertainty, and the transformative experience of motherhood. Joining her are Friendship, a Philadelphia-based band blending country, folk, and indie rock through swirling arrangements, poetic lyrics, and Dan Wriggins’ distinctive, weathered vocals.
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Flavors of The World Holiday Market
St Augustine's School 35 Phillips Ave, HighlandBrowse unique gifts, discover local vendors, and savor delicious bites inspired by cuisines from around the world - all while celebrating the holiday spirit!
Free -
A Little Wilder
Material Projects Space 6 Market St, Ellenville, NY, United StatesA Little Wilder brings together Cadence Giersbach, Wendy Hollender, Allyson Levy, Mary Jane Nusbaum, Kelly M O’Brien, Soli Pierce, and Millicent Young for a small works exhibition and holiday pop-up exploring the living world. Gallery works are $450–$1,200, with many more affordable works in the adjoining retail pop-up.
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Uncork the Holidays on the Shawangunk Wine Trail
Shawangunk Wine Trail NYNovember 21–22, December 5–6, and December 12, 2026 Time: 11 AM–5 PM Five dates, Three winery itineraries, four wineries each, and a festive Hudson Valley holiday experience! Location: Multiple Locations along the Shawangunk Wine Trail, Hudson Valley, NY Celebrate the season with Uncork the Holidays, a festive wine trail experience featuring 12 participating wineries across […]
$35 – $45 -
Catskill Mountain Railroad’s Polar Express
Catskill Mountain Railroad 55 Kingston Plaza Road, Kingston, NYStep into the magic of the holiday season aboard the Catskill Mountain Railroad’s Polar Express, where a festive train ride through the Catskills brings the beloved Christmas story to life. Sip hot chocolate, enjoy freshly baked cookies, sing along to holiday favorites, and journey to the North Pole for a special visit with Santa - […]
$38 – $58 -
A Christmas Carol
UPAC 601 Broadway, Kingston, NY, United StatesA timeless performance in the heart of Uptown Kingston! Experience the beloved holiday classic brought to life on stage, filled with festive spirit, memorable moments, and the perfect dose of Christmas nostalgia. Make it part of your holiday getaway and enjoy everything Kingston has to offer this season!
$21 – $33 -
WELCOME TO NIGHT VALE: MURDER NIGHT IN BLOOD FOREST w/ Al Olender
Assembly Kingston 236 Wall St, Kingston, NY, United StatesWelcome to Night Vale's Brand new touring live show, Murder Night in Blood Forest Beloved former teen militia member Tamika Flynn is joining a few hundred of her friends for the annual Murder Night in Blood Forest, a celebration of crows, ravens, and all corvids. But a masked killer is hunting these carefree partiers one […]
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Fred Tackett & Scott Sharrard (from Little Feat)
Assembly Kingston 236 Wall St, Kingston, NY, United StatesRadio Woodstock presents: Fred Tackett & Scott Sharrard (from Little Feat) at Assembly!
$53.63 – $88.51 -
Catskill Mountain Railroad’s Polar Express
Catskill Mountain Railroad 55 Kingston Plaza Road, Kingston, NYStep into the magic of the holiday season aboard the Catskill Mountain Railroad’s Polar Express, where a festive train ride through the Catskills brings the beloved Christmas story to life. Sip hot chocolate, enjoy freshly baked cookies, sing along to holiday favorites, and journey to the North Pole for a special visit with Santa - […]
$38 – $58