Trail Running Calendar Wisconsin 2026-2027

We have found 47 Trailruns in Wisconsin. Check below where and when you can find the races.

Join the Race For Open Space on Oct 11, 2026 in West Bend for a chip timed run and walk through forests, prairie and glacial moraine to benefit Cedar Lakes Conservation Foundation. Distances for all ages and awards for top finishers.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Join a canicross or solo trail run and walk in Denmark, WI on October 17 with 2.8, 5.6 and 8.4 mile routes, raising funds for Crisis Cafe. Celebrate with a costume contest, Paw Parazzi red carpet photos, vendors and food.

Run scenic glaciated woodlands and rolling ridges at the Black River Trail Classic in Millston WI with options from 10k to the 85k ultra. Expect well marked trails, hot finish line food, a winter hat and wooden finisher medals.

The Door County Fall 50 will take place in Ellison Bay on Saturday 24 October 2026. You can run 50 miles.

November 2026

Explore scenic trails in Peninsula State Park at Pen Park Trails Fest, featuring a supported 30K and a festive post race scene. Finishers get a hoodie plus beer or soft drink and proceeds support Friends of Peninsula State Park.

Join the Red Yeti Rampage, a festive fall trail run at Tower Ridge in Eau Claire featuring 5K, 10K and a new 15K Yeti Challenge. Walkers and hikers are welcome and every finisher enjoys post race lunch, awards and door prizes.