Trail Running Calendar Wisconsin 2025-2026

We have found 51 Trailruns in Wisconsin. Check below where and when you can find the races.

Rumble on the Ridge is a Last Person Standing loop race at a private Arena farm featuring a rugged 1 to 1.25 mile loop with big climbs. Run a lap every 20 minutes until one runner remains, with crew space, hot food and Saturday camping.

Run 50 mile, 50K, or half marathon on scenic flat rail trails in Belleville on May 23, 2026. Enjoy trestle bridges, a quarter mile tunnel, generous cutoffs and post race pizza, beer and swag for finishers.

The Dormie Challenge: 12-Hour and 6-Hour Ultra Marathon The Dormie Challenge takes place on Saturday, May 30, 2026, in Stevens Point, Wisconsin. The event offers two timed ultra marathon options: 12-hour and 6-hour. The course is a 1.01-squ..

June 2026

Explore the rugged trails of Kettle Moraine in LaGrange WI, with ultra options from the 38 Miler up to the 100 Miler, plus relays and a 50K. The mostly trail route includes 65 miles on the Ice Age Trail and the 100 Miler is a Western States..

The Crossroads Trail Run & Walk, held annually at Crossroads at Big Creek Nature Preserve in Sturgeon Bay, Wisconsin, offers a scenic trail running experience with three distance options: 2K, 5K, and 10K. This event welcomes runners and wal..

Thunderbird Warrior Challenge is a fundraising trail race at Mt. Ashwabay Outdoor Recreation Area in Bayfield, Wisconsin, a collaboration between Camp Benesi and Mt. Ashwabay.Runners may choose from four distances: 50K, 25K, 10K, or a 5K ob..

2026 Whitewater Trail Challenge, part of Spartan Trail, takes place on the Rice Lake Nature Trail in Whitewater, Wisconsin. The event offers three distances: 50K, 21K (half marathon), and 10K. The course is an out-and-back segment of the Ic..

July 2026

Cliff Runner 10K is a challenging 10-kilometer trail race held in Sherwood, Wisconsin at High Cliff State Park. The course takes runners along mostly single-track trails through the park’s rugged terrain, featuring rocks, roots, boulders an..

Event overview The Wausau Trail Run is an evening trail race held at Nine Mile County Forest in central Wisconsin. Registration for the next edition opens on January 1, 2026. The event offers the following distances: 5K 10K Half Marathon..

August 2026

Midwest States 100 : August 29-30, 2026 The event is held in Westboro, Wisconsin in the Chequamegon-Nicolet National Forest. The majority of the course runs on the Ice Age National Scenic Trail and passes lakes and forested sections. The st..

September 2026

Push your limits in Belleville WI Sept 18 to 20 with a weekend of timed endurance races on an out and back route to Dot's Tavern. Choose Last Dot Standing, 24 or 48 hour challenges and chase buckle distances up to 200 miles.