Rocky’s 5k
Beautiful fall foliage is the perfect backdrop for Rocky’s 5K. Challenging hills and wide carriage roads – the perfect race for experienced trails runners and first timers. If you are familiar …

Beautiful fall foliage is the perfect backdrop for Rocky’s 5K. Challenging hills and wide carriage roads – the perfect race for experienced trails runners and first timers. If you are familiar …
The Headless Horseman sends off costumed runners from Beekman Avenue on a 6.2-mile loop through some of the most storied ground in American literature. The certified USATF course winds through the village past the Old Dutch Church, Sleepy Hollow Cemetery, and along the Hudson River with views of the Headless Horseman Bridge. Three water stations …
Come run the Pocantico Hills Marathon or Half Marathon in Rockefeller State Park Preserve! These single loop courses are rolling and hilly with views of the Hudson River and Palisades. Run past fields, stone walls and bridges, lakes and streams, forests and grazing livestock! The course CLIMBS A LOT, rocking and rolling past fields, stone …
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.
