HEADLESS HORSEMAN FUN RUN & 5K
When is HEADLESS HORSEMAN FUN RUN & 5K?
HEADLESS HORSEMAN FUN RUN & 5K takes place on Sunday, October 25, 2026 in Frederick, MD.
What distances does HEADLESS HORSEMAN FUN RUN & 5K offer?
HEADLESS HORSEMAN FUN RUN & 5K offers 4 events: 1K Fun Run, Headless Horseman 5K (Ages 65 & Up), Headless Horseman 5K (Ages 13 -64), Headless Horseman 5K (Ages 12 & Under).
| Event | Distance | Price | |
|---|---|---|---|
| 1K Fun Run | 1.0 km | $20.00 | Register |
| Headless Horseman 5K (Ages 65 & Up) | 5.0 km | $30.00 | Register |
| Headless Horseman 5K (Ages 13 -64) | 5.0 km | $35.00 | Register |
| Headless Horseman 5K (Ages 12 & Under) | 5.0 km | $30.00 | Register |
How much does HEADLESS HORSEMAN FUN RUN & 5K cost?
Registration for HEADLESS HORSEMAN FUN RUN & 5K starts at $20.00. Prices vary by event distance.
Where is HEADLESS HORSEMAN FUN RUN & 5K held?
HEADLESS HORSEMAN FUN RUN & 5K is held in Frederick, MD at 121 N Bentz St..
About HEADLESS HORSEMAN FUN RUN & 5K
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! One of our amazing Sponsors, PFP, has created free 5K running programs set for different ability levels. Please go to https://api.leadconnectorhq.com/widget/form/Hq4OfjcFgJVQl0NiA4yi?notrack=true to register for a spot.
REGISTER BY 10/04/26 TO ENSURE YOU GET ONE OF THE T-SHIRTS. THIS AWESOME ART WAS DESIGNED BY A FHS STUDENT, SO YOU DON'T WANT TO MISS OUT!!!
The Fun Run will start at 8:30 and the 5K will start at 9:00. 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.