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Winkle vs. Horseman and Halloween Block Party

October 18, 2024 @ 6:30 pm - 8:30 pm
$15 – $25
Headless Horseman poses next to statue of Rip van Winkle in Irvington, NY.

Halloween Block Party featuring Halloween crafts, games, a mirror maze, face painting, and shopping/activities for adults, including a beer garden hosted by Climbing Wolf! Also included are two 30-minute Rivertowns Playhouse performances of Rip Van Winkle and Legend of Sleepy Hollow. Costume contests happening throughout the night!.

*Rain Date is Saturday, October 19, 2024 from 5:00-7:00pm.

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There's something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.