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Sleepy Hollow Half Marathon

March 29, 2025 @ 9:30 am - 12:00 pm
$60 – $70
The headless horseman leads the start of Sleepy Hollow Halloween 10k.

Trail and Road Half Marathon

Looking for a change of pace? The Sleepy Hollow Half Marathon has the best of fun and scenery.

Produced by Rivertown Runners, the 2025 Sleepy Hollow Half-Marathon features approximately 5 miles of carriage roads and groomed trails (crushed gravel and dirt) in the Rockefeller State Park Preserve. The 13.1-mile USATF-certified course also travels along the Old Croton Aqueduct and, as in past years, winds through picturesque neighborhoods in Sleepy Hollow.

    • Registration fee $60, $70 on race day
    • 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 and Gatorade fluid stations
    • CASH awards to top 3 overall male and female finishers
    • Awards and prizes to top category finishers
    • Each finisher will receive a 2025 Sleepy Hollow Half Marathon medal, sponsored by Phelps Hospital Northwell Health
    • Each finisher will receive a long sleeve technical shirt
    • Race benefiting the RTR Outreach Fund, supporting charities in the community
    • Bag check available
    • Course time limit: 3 1/2 hrs (course closes at 1pm)
    • Please be advised that inline skates, baby joggers, strollers and pets are not permitted in the Sleepy Hollow Half Marathon

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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.