Where the Legend Lives
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 …
Trail and Road Half Marathon Looking for a change of pace? The Sleepy Hollow Half Marathon has the best of fun and scenery. The Sleepy Hollow Half-Marathon features approximately 5 miles of carriage roads and groomed trails (meaning crushed gravel and dirt) in the Rockefeller State Park Preserve. The 13.1-mile USATF-certified course also travels along …
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.