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Jack O'Lantern at Sleepy Hollow Haunted Hayride

Sleepy Hollow Haunted Hayride

An actor at Sleepy Hollow Haunted Hayride is dressed as a clown holding bouquet of red balloons.

Climb aboard the Sleepy Hollow Haunted Hayride and hold on to your head! All seems well when you board your hay wagon in the brightly lit streets of downtown Sleepy Hollow. The journey begins innocently enough. Rumbling off into the dark you realize too late you are heading down the Albany Post Road, past the millpond at Philipsburg Manor — the very spot where Ichabod Crane once sauntered with a “bevy” of country damsels in Washington Irving’s tale — and on past the Old Dutch Church, following exactly Ichabod’s flight from the Headless Horseman. Then you’re through a set of iron gates and the wagon slips into the dark woods of the hollow. Clattering across a wooden bridge, you start to hear shrieks and the sound of hoofbeats . . .

One of the most anticipated events of Sleepy Hollow’s peak October season, the hayride itself isn’t terribly scary — but the wait in line can be! That’s why there’s a free block party on Beekman Avenue both nights to keep you entertained before your hair-raising ride through the real Sleepy Hollow. If you keep your head, you’re welcome to come back for more live music, entertainment, family activities and vendors!

Ticket sales are online only. Tickets to the Sleepy Hollow Haunted Hayride are timed entry and specific to either Friday or Saturday night.

Where: Sleepy Hollow Village Hall, 28 Beekman Avenue, Sleepy Hollow, NY 10591, 914-366-5100.

2026 dates: October 16 and 17. Block party begins at 5 pm, hayride begins at 7 pm.

For information: https://www.sleepyhollowny.gov, Village of Sleepy Hollow Recreation Department, 914-366-5109

For tickets: Secure your spot early! Tickets sell fast for this popular Halloween event. TICKETS GO ON SALE SEPTEMBER 4 AT 9 AM THROUGH THE VILLAGE WEBSITE https://www.sleepyhollowny.gov

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Visit Sleepy Hollow

An independent visitor guide to Sleepy Hollow and Tarrytown, New York, published by the Sleepy Hollow Cemetery Historic Fund since 2011. We do not run the events or places listed here and cannot help with tickets.

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