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.
There's something for everyone in the real Sleepy Hollow—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 5K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.