Headless Horseman Hussle

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:

• 5k run/walk open to all ages and abilities
• Optional 1k walk for younger participates
• Community-focused and family-friendly event
• Proceeds benefit the PTC and local school programs
• A great way to support education while staying active

Come out, get moving, and help make a difference for our students!

Join fellow runners on September 20, 2026 for the Headless Horseman Hussle. It's a fantastic 5K featuring a flat and fast course in Sleepy Hollow.