What is the new rucking category?

Rucking is a fitness activity that involves walking or hiking with a weighted backpack. You can participate in a 5K ruck at any of the series events.

Are there awards for the rucking events?

While the rucking events are timed, there are no age group awards for this category.

What happens if I sign up for the half marathon?

Participants who choose the half marathon option are automatically entered into the 10K category for any events in the series that do not offer the half marathon distance.

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Chilly Willy Winter Run Series - SEVEN Events!

Saturday, November 7, 2026Oconomowoc, WIChilly Willy Winter Walk Series – Half Marathon

Embrace the frost and keep your training on track with the 2026–27 Wisconsin Chilly Willy Winter Run Series. This beloved series features seven exciting events designed to keep you active throughout the coldest months of the year. Runners can choose from 5K and 10K distances, with two half marathon opportunities included in the lineup. New for this season, the series introduces timed 5K rucking events for those looking to add a weighted challenge to their winter workout. Whether you are competing for overall series titles or just looking to stay moving, this series offers a welcoming environment for all fitness levels. Join the community and experience the best of Wisconsin winter running at the start line.