Chilly Willy Winter Run Series
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Chilly Willy Winter Run Series 2026–27
The Chilly Willy Winter Run Series runs from November 7, 2026 to March 20, 2027 and is produced by Silver Circle Sports Events, LLC, a veteran-owned race management company based in Oconomowoc, Wisconsin. The series includes seven events held at multiple locations in southeastern Wisconsin, with a series base address listed in Oconomowoc.
Distances and event types in the series include:
- 5K
- 10K
- Half marathon
- Walk
- Ruck 5K
- Kiddos 1K (free registration)
Each finisher receives a wooden finisher award called a Woodle; the Woodles have magnets on the back and are made from reclaimed wood by Ridgeway Woodworks. A hot chocolate bar is available at every race. Event shirts are provided for each race with long sleeve options available for a small upgrade; opting out of a shirt can grant the CW All Access Pass, which includes a reusable ankle strap for timing and removes the need for packet check-in.
Series awards are presented to overall, age group, and team series champions. To be eligible for final championship awards, participants must compete in at least four of the seven races. Points are awarded by place with 1st through 10th places scored and division winners receiving bonus points; tie breaks use age with the oldest runner winning. Visit the organization's website for the most recent information.
