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.
Oct 25, 2026
Distance — 1K
Type — Running
08:30
$20.00
Oct 25, 2026
Distance — 5K
Type — Running
09:00
$30.00
Oct 25, 2026
Distance — 5K
Type — Running
09:00
$35.00
Oct 25, 2026
Distance — 5K
Type — Running
09:00
$30.00
These values represent the 3-year monthly averages for October in Frederick.
Learn more about the host city, Frederick.
Frederick is a city in and the county seat of Frederick County, Maryland, United States. Frederick's population was 78,171 people as of the 2020 census, making it the second-largest incorporated city in Maryland behind Baltimore. It is a part of the Washington metropolitan area and the greater Washington–Baltimore combined statistical area.
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