• A Frosty Fest

    A Frosty Fest
    Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United States

    Experience 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!

  • The Nutcracker

    The Nutcracker
    UPAC 601 Broadway, Kingston, NY, United States

    A beloved tradition filled with enchanting music, dazzling costumes, and unforgettable dancing! Follow Clara on her magical journey through the Land of Sweets for a festive performance the whole family will love!

    $30 – $45
  • Twin Star Orchards Holiday Market

    Twin Star Orchards Holiday Market
    Twin Star Orchards 155 N Ohioville Rd, New Paltz, United States

    Twin 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 accessible presents for your loved ones!

  • Uncork the Holidays on the Shawangunk Wine Trail

    Shawangunk Wine Trail NY

    November 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, NY

    Step 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
  • The Nutcracker

    The Nutcracker
    UPAC 601 Broadway, Kingston, NY, United States

    A beloved tradition filled with enchanting music, dazzling costumes, and unforgettable dancing! Follow Clara on her magical journey through the Land of Sweets for a festive performance the whole family will love!

    $30 – $45
  • A Frosty Fest

    A Frosty Fest
    Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United States

    Experience 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!

  • Hudson Valley Gay Soccer Winter Fundraiser

    Rough Draft Bar & Books 82 John St, Kingston, NY, United States

    We are over the moon excited to share information about our winter fundraiser! If you’re just joining us here, Hudson Valley Gay Soccer (HVGS) is a free recreational, inclusive space for individuals of all genders, abilities, and backgrounds to foster connection through community and body movement. 🏃‍♂️⚽️✨@hvgaysoccer Our annual fundraiser & raffle this year will […]

    Free
  • Taper’s Choice at Tubby’s

    Tubby's Kingston 582 Broadway, Kingston, NY

    A band you can depend on. Don't miss Taper's Choice at Tubby's in Kingston!

  • Catskill Mountain Railroad’s Polar Express

    Catskill Mountain Railroad 55 Kingston Plaza Road, Kingston, NY

    Step 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
  • The Nutcracker

    The Nutcracker
    UPAC 601 Broadway, Kingston, NY, United States

    A beloved tradition filled with enchanting music, dazzling costumes, and unforgettable dancing! Follow Clara on her magical journey through the Land of Sweets for a festive performance the whole family will love!

    $30 – $45
  • A Frosty Fest

    A Frosty Fest
    Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United States

    Experience 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!