Join us for the Headless Horseman Hussle 5K, a fun and energizing community race through the beautiful Village of Sleepy Hollow, Illinois! Whether you're a seasoned runner, a casual jogger, or just want to enjoy a morning walk with friends and family, this event is for everyone.
This race is proudly hosted as a fundraiser for the Sleepy Hollow Elementary PTC, with all proceeds going directly towards supporting students, teachers, and school programs in our community.
The course will take participants through scenic neighborhood streets making it a perfect event to enjoy the outdoors while giving back. Bring your friends, family, and school spirit as we run, walk, and cheer together for a great cause.
Race highlights:
Come out, get moving, and help make a difference for our students!
Sep 20, 2026
Distance — 5K
Type — Running
09:00
$30.00
These values represent the 3-year monthly averages for September in Sleepy Hollow.
Learn more about the host city, Sleepy Hollow.
Sleepy Hollow is a village in Westchester County in the state of New York. It was one of the settings for Washington Irving's short story "The Legend of Sleepy Hollow".
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