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The Headless Horseman Files

October 9 @ 10:00 am - 4:15 pm
Event Series (See All)
$25 – $35
Headless Horseman Files at Philipsburg Manor.

Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow’s whodunit, staged in broad daylight.

A guide walks you through the grounds of Philipsburg Manor, where the townsfolk of 1790 are waiting with their alibis. Fiery Hans Van Ripper, charming Katrina Van Tassel, spectral Hulda the Witch, and bold Brom Bones each have a story about the night Ichabod Crane disappeared — and each has a motive. You gather the clues and reach your own verdict.

Something is lurking in the shadows, too. The Headless Horseman doesn’t wait for nightfall here.

Recommended for ages 8+. One stretch takes place in near-darkness. Timed admission; advance tickets recommended.

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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.