Visit Sleepy Hollow and Tarrytown
Where the Legend Lives
Run like a headless horseman is after you!
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 with the Rockies, test your stamina and charge those uphills! First 5K? The well-marked course and friendly volunteers will make it enjoyable from start to finish. Overall and age group awards, t-shirts and refreshments. The course is spectator friendly, close to parking and features beautiful terrain – the lake, woodlands and rolling pastures.
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.