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Spooky season in the Hudson Valley is officially upon us, and there is no better place to celebrate Halloween on Saturday, October 31, 2026, than in and around Woodstock, NY. From quintessential small-town community parades to world-renowned haunted attractions and glowing pumpkin displays, the region comes alive with festive Halloween energy.

Top Halloween Events in & Around Woodstock 2026

  • Woodstock Annual Halloween Parade (Woodstock, NY) The heart and soul of October 31 in Woodstock! Every year, locals and visitors gather along Rock City Road and the Village Green for the beloved Halloween Parade. Expect incredible handmade costumes, live music, local street performers, and trick-or-treating at local shops throughout the village. The…

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