• AcornFest

    High Meadow School 3643 Main St., Stone Ridge

    A free, family-friendly, fun event celebrating the Fall Season @ High Meadow School. Fall Arts and Crafts | Story Journey on the Nature Trail | Scavenger Hunt with Prizes | Games | Campus Tours/ Raffles

    Free
  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Clearwater Open Boat

    Hudson River Maritime Museum 50 Rondout Landing, Kingston

    Join Clearwater for our first Open Boat of our 2026-2027 Restoration at the Homeport Barn at the Hudson River Maritime Museum! Learn about and tour our restoration project, meet our crew and staff, and enjoy an afternoon of community, live music, and children’s activities! We’re thrilled to have the Hudson Valley’s very own James Felice […]

    Free
  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Annual Buy Local Holiday Extravaganza

    Marlboro Elementary School 1380 Rte 9W, Marlboro, NY

    Buy local for the holidays! Local artisan market with farms & makers – creators – entertainers! Many local vendors – businesses, food, desserts, crafts, entertainment, kids activities, farmers market, civic/school group fundraisers, movie and photo with Santa!

  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Catskill Mountain Railroad’s Polar Express

    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 - […]

  • Holiday on The Walkway

    Walkway Over the Hudson State Historic Park 87 Haviland Road, Highland, NY, United States

    Celebrate the season with a festive afternoon filled with seasonal music, candy canes, local holiday art, and fun for the whole family - kids and dogs included! Meet the Brays of Sunshine miniature donkeys, enjoy a children’s craft area hosted by the Walkway Ambassadors, and capture special holiday memories with Jolly Ol’ Saint Nick!

    Free