Sleepy Hollow Haunted Hayride

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.
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
Related Events
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.




