HEADLESS HORSEMAN FUN RUN & 5K Logo

HEADLESS HORSEMAN FUN RUN & 5K

Sun, Oct 24, 2027
In 346 days
Frederick, MD
121 N Bentz St.
35–63°F, cloudy
0% chance of rain, wind up to 6 mph

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 →

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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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