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Sleepy Hollow Halloween 10K

October 28, 2023 @ 9:30 am - 12:00 pm

$40 – $50
Runners participate in a half marathon in Sleepy Hollow, New York, with Old Dutch Church in background.

Enjoy a remarkable course that takes you through Historic Sleepy Hollow’s treasured sights including a stretch along the Hudson River with views of the Headless Horseman Bridge, Sleepy Hollow Cemetery and the Old Dutch Church. You never know what might be lurking on the course in Sleepy Hollow…

Registration is limited, costumes encouraged but not required. There’s fun for the whole family: live music, beer tasting for all runners 21 and older, a Kids’ 1 mile Fun Run for those 6 and older. There might even be an appearance by the headless horseman himself!

Please note that inline skates, baby joggers, strollers and pets are not permitted in the Sleepy Hollow Halloween 10K.


October 28, 2023
9:30 am - 12:00 pm
$40 – $50
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Rivertown Runners
View Organizer Website


Morse School
30 Pocantico Street
Sleepy Hollow, NY 10591 United States
+ Google Map

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.