Trail Running calendar near Winchester 2025-2026

We have found 5 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

The Underdown Trail Races, organized by IRONBULL, are grassroots trail running and mountain biking events held in Northern Wisconsin. Scheduled for August 16, 2025, participants can choose from various distances, including a 60k, marathon, and half marathon for runners, as well as mountain bike race..

The Midwest States 100 is an exciting running event taking place in the scenic Chequamegon-Nicolet National Forest, Wisconsin, featuring 100-mile, 100K, and 50K races. This unique wilderness adventure showcases the iconic Ice Age Trail, a 1,000-mile footpath recognized as one of the 11 National Scen..

September 2025

The Copper Peak Trails Fest is an exciting outdoor sports event taking place in Ironwood, Michigan, featuring a variety of races for all skill levels. Scheduled for September 6, 2025, participants can choose from events such as the Expert 17-Mile MTB, Sport 8-Mile MTB, multiple Enduro races, a 5-Mil..

The Birkie Trail Run Festival is an exciting running event held in Cable, Wisconsin, featuring a variety of races suitable for all ages and skill levels. Participants can choose from an Individual Marathon, Half Marathon, 5K Trail Run, and a 1K Kids Run/Walk for children aged 9 and under. Additional..

January 2026

The Phillips Flurry is an annual 5K and 10K snowshoe race/run/walk, recognized as the home of the Wisconsin State Snowshoe Championships. Hosted by the Price Area Trail Hub, Inc., this event promotes outdoor activity and community engagement in Phillips, Wisconsin. Participants of all skill levels a..