Chilly Willy Winter Run Series - SEVEN Events!
Sat, Nov 7, 2026, 4:00 AM CST
- Type
- Run
Finish signup on the organizer site (check fees and dates there).
Race feel
Bundle up and lace up for the Chilly Willy Winter Run Series, where hot competition meets the frost across seven unique events, including rucking.
- Fun
- Competitive
- Quirky
Fun
Competitive
QuirkyGreat for
- Military & First Responders
Military & First RespondersEmbrace the chill with the Chilly Willy Winter Run Series, a beloved collection of seven events designed to keep you active all season. Presented by Silver Circle Sports Events, this series invites runners to experience Wisconsin winter at its best. Expect hot competition across various distances, including 5K, 10K, and two half marathons. New this year, explore rucking, a unique weighted backpack activity, available at all events. Whether you run one or all, prepare for a blast and a chance to earn series champion awards.
From the organizer
2026–27 Wisconsin Chilly Willy Winter Run Series❄️🏃♂️🏃♀️
Presented by Silver Circle Sports Events, LLC
Bundle up and lace up— Old Man Winter is ready to race ! ❄️ Join us for the 2026–27 Wisconsin Chilly Willy Winter Run Series , where chilly temps meet hot competition across seven exciting events. This beloved winter series is your chance to embrace the frost, stay active all season, and have a blast doing it!
Whether you're racing solo or forming a team, there's a distance for everyone:
5K and 10K options at most events
Two half marathons included in the series (Participants who choose the half marathon option will be automatically entered into the 10K category for events that do not offer the half distance.) New This Year: Rucking! We're excited to introduce Rucking to all Chilly Willy Winter Series events! Rucking is a fitness activity that combines walking or hiking with a weighted backpack—also known as a rucksack. Originating from military training, rucking has become a popular, low-impact workout for people of all fitness levels.
Ready to give it a try? Load up your pack and take on a 5K ruck at any of our events.
Please note: Rucking events are timed, but there are no age group awards.
🏅 Awards will be presented to overall, age group, and team series champions. Don’t miss your chance to experience Wisconsin winter running at its best . Run one race—or run them all. Either way, we’ll see you at the start line!
Ready to run? Register now!
Awards