Chilly Willy Winter Run Series – SEVEN Events! – Oconomowoc, WI 2026
Date
November 7, 2026
Location
Oconomowoc, WI
Venue
1327 Wall Street
Start Time
9:00 AM
Entry Fee
$120.00 – $235.00
Events
Chilly Willy Winter Run Series 5K, Chilly Willy Winter Run Series 10K, Chilly Willy Winter Run Series Half, Chilly Willy Winter Walk Series, Chilly Willy Winter Ruck Series 5K
Includes
T-Shirt
Register NowRegistration Open
2026–27 Wisconsin Chilly Willy Winter Run Series❄️ ♂️ ♀️ Presented by Silver Circle Sports Events, LLC Bundle up and lace up— Old Man Winter is ready to race ! ❄️ Join us for the 2026–27 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 most events 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 backpack—also known as a rucksack. Originating from military training, rucking has become a popula
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