Chilly Willy Winter Run Series - SEVEN Events!

  • Date Sat 8th November 2025 - Sun 22nd March 2026
  • Time 9:00AM CST
  • Location Oconomowoc, Wisconsin
  • Price $205.70
  • Races 6 races
  • Distances 10km, Half Marathon

Event summary

Get ready for the thrilling Chilly Willy Winter Run Series, kicking off on Saturday, November 8, 2025, and running through Sunday, March 22, 2026, in the picturesque town of Oconomowoc, Waukesha! This exciting series features seven events that invite runners of all ages and abilities to embrace the winter chill while staying active and having fun. With race distances including 5K and 10K options at every event, plus two half marathons, there’s something for everyone.

New this year, the series introduces Rucking, a fantastic way to combine fitness and fun by walking or hiking with a weighted backpack. Whether you choose to tackle a 5K or 10K ruck, this low-impact workout is perfect for all fitness levels. Participants can run solo or form teams, with awards presented to overall, age group, and team series champions. Don’t miss out on this opportunity to experience Wisconsin winter running at its bestβ€”register now for the Chilly Willy Winter Run Series and join us at the start line!

Organiser's Description

202526 WISCONSIN CHILLY WILLY WINTER RUN SERIESSNOWFLAKEMALE SIGNFEMALE SIGN

PRESENTED BY SILVER CIRCLE SPORTS EVENTS, LLC

Bundle up and lace upOLD MAN WINTER IS READY TO RACE! snowflake Join us for the 202526 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 every event

* 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 backpackalso 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 or 10K 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.

Dont miss your chance to experience WISCONSIN WINTER RUNNING AT ITS BEST. Run one raceor run them all. Either way, well see you at the start line!

Ready to run? Register now! [https://runsignup.com/Race/Register/?raceId=48935]

-------------------------

Races

  • Chilly Willy Winter Run Series 5K

    Incl. $15.70 Fee & T-Shirt

    Sat 8th November 2025 (9:00AM CST)

    $205.70

  • Chilly Willy Winter Run Series 10K

    Incl. $15.70 Fee & T-Shirt

    Sat 8th November 2025 (9:00AM CST)

    $205.70

  • Chilly Willy Winter Run Series Half

    Incl. $15.70 Fee & T-Shirt

    Sat 8th November 2025 (9:00AM CST)

    $205.70

    Series runners who select the half marathon option will be automatically dropped to the 10K distance for races that do not have a half marathon distance.
  • Chilly Willy Winter Walk Series

    Incl. $15.70 Fee & T-Shirt

    Sat 8th November 2025 (9:00AM CST)

    $205.70

  • Chilly Willy Winter Ruck Series 5K

    Incl. $15.70 Fee

    Sat 8th November 2025 (9:00AM CST)

    $205.70

  • Chilly Willy Winter Ruck Series 10K

    Incl. $15.70 Fee

    Sat 8th November 2025 (9:00AM CST)

    $205.70

Reviews

Done this event?

First-hand event reviews from people who have been there, done that and got the breathable T-shirt, really help everyone choose their next event.

Add a review

Location

1327 Wall Street, The Greatest Place on Earth - WISCONSIN!, Oconomowoc, 53066, WI, United States

Who's In

See who else is doing this event

Be the first

No-one has marked this event as 'Doing' or 'Maybe' yet. Will you be the first?

More from findarace.com

You might like

Nov 8, 2025

$205.70