HEADLESS HORSEMAN FUN RUN & 5K
Typically 46–64°F · low rain risk
See last 10 years
On this date: rain 2 of the last 10 years
2025
36–58°F
dry
2024
38–64°F
dry
2023
43–73°F
dry
2022
57–67°F
dry
2021
58–77°F
rain
2020
44–52°F
rain
2019
45–64°F
dry
2018
35–53°F
dry
2017
48–61°F
dry
2016
43–57°F
dry
Best months to race in Maryland →
About this race
The West Frederick MS and Frederick HS PTSAs invite you to join us for the Headless Horseman Fun Run, 5K, and costume contest! This is a 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!
REGISTER BY 10/08/27 TO ENSURE YOU GET A T-SHIRT. The 2027 shirt will be designed by a WFMS student, so you don't want to miss out!!
The Fun Run will start at 8:30, the costume contest winner will be announced at 8:50 and the 5K will start at 9:15.
Costume Categories include:
Best overall
Scariest
Funniest
Most creative
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, 10/23 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.
Course map
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Run clubs near Frederick to train with before race day.
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