Chilly Willy Winter Run Series - SEVEN Events! 2026

The Chilly Willy Winter Run Series features seven events held in Wisconsin between November and March. The series focuses on cold-weather running, offering 5K and 10K races at most locations, alongside a walking series and two half marathons throughout the season. Presented by Silver Circle Sports Events, LLC, the series allows half marathon participants to remain in contention on days without their chosen distance; they are placed in the 10K category for those events. Rucking, which involves hiking with a weighted backpack and originates from military training, is now available at all events as a lower-impact fitness choice.