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… All registration fees are non-transferable and non-refundable Race start/finish is within walking distance from the train (Metro North Hudson Line to Tarrytown Station) Electronic timing USATF Certified course Water fluid stations Awards and prizes to top category finishers Race benefiting the RTR Outreach Fund, supporting charities in the community Bag check available Course time limit: 1 1/2 hrs (course closes at 11 am) Please be advised that inline skates, baby joggers, strollers, and pets are not permitted in the Sleepy Hollow 10K RRCA Championship Event Series awards for: Open male and female, 40+ male and female, 50+ male and female, 60+ male and female, open adaptive athlete male and fe
Hotels Near This Race
Find accommodation close to the start line in Sleepy Hollow, NY. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
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Sleepy Hollow Halloween 10K 2026 — Sleepy Hollow, NY
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Race Travel Insurance
Don't forget travel insurance for October 24.
You've trained for months and booked a trip to Sleepy Hollow, NY.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
