Sleepy Hollow Halloween 10K 2026

The race.

The Sleepy Hollow Halloween 10K takes place on October 24, 2026, in Sleepy Hollow, NY. The 10K course winds through the historic area, passing Sleepy Hollow Cemetery, the Old Dutch Church, and along the Hudson River near the Headless Horseman Bridge. The race starts and finishes within walking distance of Metro North's Hudson Line station at Tarrytown. The course is USATF certified with electronic timing and a 1.5-hour time limit. Water stations are provided throughout the course. Awards go to top finishers in Open male and female, 40+, 50+, and 60+ age groups, plus Open adaptive athlete categories. Race proceeds benefit the RTR Outreach Fund. Bag check is available.