Holiday Events(Halloween, Santa Visits, etc.)
Events
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Uptown Kingston Snowflake Festival
Uptown Kingston KingstonExperience the magic of winter by strolling through charming, historic streets filled with festive decorations, local shops, cozy restaurants, and holiday cheer! Discover the small-town charm, unique finds, and seasonal […]
Free -
Twin Star Orchards Holiday Market
Twin Star Orchards 155 N Ohioville Rd, New Paltz, United StatesTwin Star’s beloved Holiday Market returns for five weekends between Thanksgiving and Christmas! Gather your family and friends, get cozy, and become inspired for gifting season by shopping bespoke yet […]
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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 -
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 -
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 -
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 -
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 -
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 […]