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  • Hudson Valley Hullabaloo Holiday Market

    Hudson Valley Hullabaloo Holiday Market
    Andy Murphy Recreation Center 467 Broadway, Kingston, NY

    The region’s most anticipated holiday shopping experience returns with a thoughtfully selected lineup of 75+ makers and vintage vendors offering handmade goods, artwork, jewelry, home décor, and more. Music by DJ Mr. Chips, Food by Samosa Shack and Hole in the Wall Donuts, fun portrait opportunities with a Tintype Photo Booth with Tom DeLooza, and […]

    $2

  • 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

    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

  • Sing-Along Concert

    Kingston Maennerchor & Damenchor Inc. 37 Greenkill Ave., Kingston, NY

    Join us for our annual fall Sing-Along concert! We've got a great selection of songs lined up for you all to enjoy. $25 donations includes the concert, hot and cold appetizers, and dessert! Concert only is $15 donation. Please contact Annemarie at catskillanniesez@gmail.com for reservations by November 17th. See flyer for details.

    $12 – $25

  • 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 - […]

    $38 – $58

  • Legacy

    Legacy
    Bethany Hall at Old Dutch Church 272 Wall Street, Kingston, NY, United States

    This suspenseful music-theatre piece unfolds as a young American girl uncovers the story of her father’s hesitation—and ultimate courage—as his Jewish family escapes Berlin on the eve of World War II. Based on true events from the playwright’s life, LEGACY combines floor-to-ceiling archival footage and film with live original Klezmer music and song.

    $25 – $37

  • Imagine Art Walk by JEONIJO

    Imagine Art Walk by JEONIJO
    Imagine Art Walk 325 Stanton Lane, Napanoch

    Imagine Art Walk by JEONIJO is an outdoor art experience tucked into the woods of the Hudson Valley. Wander the trail and discover curious creatures, unusual sculptures, found-object creations and unexpected art woven into nature. Opening to the public on Saturday, October 17, Imagine Art Walk will be open select Saturdays from 3–7 PM through […]

    Free

  • Legacy

    Legacy
    Bethany Hall at Old Dutch Church 272 Wall Street, Kingston, NY, United States

    This suspenseful music-theatre piece unfolds as a young American girl uncovers the story of her father’s hesitation—and ultimate courage—as his Jewish family escapes Berlin on the eve of World War II. Based on true events from the playwright’s life, LEGACY combines floor-to-ceiling archival footage and film with live original Klezmer music and song.

    $25 – $37

  • Hudson Valley Hullabaloo Holiday Market

    Hudson Valley Hullabaloo Holiday Market
    Andy Murphy Recreation Center 467 Broadway, Kingston, NY

    The region’s most anticipated holiday shopping experience returns with a thoughtfully selected lineup of 75+ makers and vintage vendors offering handmade goods, artwork, jewelry, home décor, and more. Music by DJ Mr. Chips, Food by Samosa Shack and Hole in the Wall Donuts, fun portrait opportunities with a Tintype Photo Booth with Tom DeLooza, and […]

    $2

  • Uncork the Holidays on the Shawangunk Wine Trail

    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’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

  • Community Playback Theatre

    Boughton Place 150 Kisor Rd, Highland

    Community Playback Theatre has been bringing the stories of our audience members to life in year-round monthly performances since 1985. We offer shows on the historic Moreno stage at Boughton Place in Highland, NY. In addition, we have performed in a wide range of outreach and service settings and offer classes in Playback technique. Tell […]

    $10