Chilly Willy Winter Run Series
Always double-check with the organizer's website! This page may contain affiliate links.
Chilly Willy Winter Run Series : 2026–27 overview
The Chilly Willy Winter Run Series runs from November 7, 2026 to March 20, 2027 and is organized by Silver Circle Sports Events, LLC in Oconomowoc, Wisconsin. The series comprises seven events at multiple local venues and includes race options for running, walking, and rucking.
Distances offered in the series include:
- 5K and 10K at most events
- Half marathon (two half marathons included in the series)
- 1K kids races are free with required registration
Race logistics and features: packet pickup instructions are provided on each individual race page. The CW All Access Pass allows participants who opt out of a shirt to skip packet pickup, receive a reusable ankle strap for timing, and avoid check-in. New race shirts are available for each event, with long-sleeve options for an upgrade fee. Every finisher receives a wooden finisher "Woodle" award with a magnet, crafted from reclaimed wood.
Scoring and awards: 5K and 10K series are scored separately; runners must complete at least four races at the same distance to qualify for series awards. Points are awarded by place (1st = 10 points down to 10th = 1 point) and ties are broken in favor of the older runner. Overall, age-group, team, and Average Joe & Jane awards are part of the series. A Hot Chocolate Bar will be available at each race. Walkers are asked to stay to the right on course lanes. Visit the organization's website for the most recent information.
