Chilly Willy Winter Run Series - Seven Events!

Join us for the Chilly Willy Winter Run Series, a premier winter running experience in Oconomowoc, Waukesha, Wisconsin, featuring seven dynamic events from November 8, 2025, to March 22, 2026. With options including 5K and 10K races, as well as invigorating half marathons, this series is designed to keep you active and motivated during the colder months. Experience the new addition of Rucking, a fun fitness activity combining walking or hiking with a weighted backpack, with a 5K ruck available at each event. Embrace the winter chill, challenge yourself, and connect with fellow runners in this vibrant celebration of winter running. Whether you're a seasoned athlete or a beginner, there's something for everyone at the Chilly Willy Winter Run Series. Register now and let's hit the trails together for an unforgettable running adventure!