The West Frederick MS and Frederick HS PTSAs are bringing back the Headless Horseman Fun Run and 5K! This is a very family friendly event for all ages, as well as a Steeple Chasers supported race with chipped bibs to encourage our competitive runners to be scary fast! Costumes are encouraged, and there will be costume contests. And candy...lots of candy!!
Costume Categories include:
Best overall Scariest Funniest Most creative Best Headless Horseman/Sleepy Hollow Best Family/Group Best Kids Costume
We will also be collecting shoes for the Stride Forward Youth Program, a student run nonprofit program in Urbana with a mission to support underserved cross country and track & field programs by collecting and donating gently used running shoes to student athletes who need them. PLEASE BRING YOUR OLD SHOES FOR A GOOD CAUSE!!
Packet Pickups will occur on Sat, 10/24 from 1-3 in front of the Frederick HS. You can also pick up the day of the race, starting at 730a.
The 5K course will wind its way through boooo-tiful Baker Park and the surrounding neighborhoods; the Fun Run will start and finish at the bandshell, staying within Baker Park between Bentz St and College Ave.
This fun event will benefit both the West Frederick Middle and Frederick High School communities. Proceeds will be divided equally and will be used to support student activities or teacher grants.
- Time limit
- No time limit listed by the organizer
- Walkers
- Not mentioned — ask the organizer
- Terrain
- Not stated
- Certified
- Not stated
Pulled from the organizer's own race description — per the organizer, not independently verified.
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HEADLESS HORSEMAN FUN RUN & 5K
Sun, Oct 25, 2026 · $22.20-$38.10