Events
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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 […]
$35 – $45 -
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 […]
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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. […]
$38 – $58 -
5th Annual Holidays in the Hamlet
Wallkill Public Library 7 Bona Venutra Avenue, WallkillA festive evening filled with local shopping, artisan vendors, holiday performances, and a special visit from Santa. Enjoy the community tree lighting before wrapping up the evening with a dazzling […]
Free -
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 […]
$30 -
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 […]
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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 […]
$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 […]
$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 […]
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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 […]