Trail Running Calendar Wisconsin 2025-2026

The Thunderbird Warrior Challenge will take place in Bayfield on Saturday 13 June 2026. You can run between 5 and 50 kilometers.

Join the 17th annual Crossroads Trail Run & Walk at Big Creek Nature Preserve in Door County for scenic 2K, 5K and 10K courses. All participants receive a native tree and post race snacks while supporting conservation and outdoor education.

Challenge yourself on the scenic Kettle Moraine trails in LaGrange WI with distances from 38 miles to the full 100 miler and team relays. A largely Ice Age Trail course and Western States qualifying time make this a classic ultrarun.

Take on rolling hills and changing trail footing along a scenic Ice Age Trail section at Rice Lake Nature Trail in Whitewater, WI on June 20, 2026. Choose 10K, half marathon or 50K for a rewarding summer trail challenge.

Experience the ice age terrain of Devil's Lake at Dances with Dirt, with distances from 10K to 50 miles for every trail runner. Enjoy marked courses with aid, a famously dramatic aid station, finisher medals, and post race food and a brew.

Tackle a rugged 10K through High Cliff State Park's single track trails of rocks, roots and steep climbs for an unforgettable challenge. Finishers receive a Cliff Runner shirt and medal and proceeds support the Purdy Nature Preserve.

Run into dusk at Nine Mile County Forest with 5K, 10K and Half Marathon options where lights are required. Stay after the race for live music, food and beer and a festive trail community vibe.

Thanks Sandy is a 9 mile trail run through Kohler Andrae State Park, blending beach stretches, pine and prairie trails with a memorable cordwalk. Presented by TYDISH Running, this second annual event serves coastal views, varied terrain, an..

Run scenic backcountry singletrack through the Underdown Trail system in Merrill, WI with 60k, marathon, and half marathon options. Small fields, stocked aid stations, a custom finisher mug and a lively post race party with music, food, and..

Push your limits at Run The Hawk Trail Run in Middleton, WI, a timed challenge at Blackhawk Ski Club. Solo or team multi hour races and a fun run on a rugged loop with steep climbs, pines, a spring pool and a ski jump backdrop.

Experience the Ice Age National Scenic Trail through lakes and forests in Chequamegon Nicolet National Forest at the intimate Midwest States 100, August 29 to 30 2026. Choose 100 mile, 100K or 50K, camp nearby and enjoy a lightly traveled t..

Mindy Creek Trail Races in St. Croix Falls, WI showcase scenic yet technical trails with rolling hills, bridges and long stretches of single track. Marathon, half marathon and 10K options deliver a true trail challenge and all finishers get..

The Ragnar Trail Wisconsin will take place in Wausau from Friday 18 September 2026 to Saturday 19 September 2026. You can run 117 miles.

Run scenic single track and rolling prairies at Twisted Roots on Sunday, September 20, 2026 at High Cliff State Park, WI, with marathon and half marathon distances. Expect technical trails, lake views, friendly aid stations and a post race..

The Echo 136 is a 136 mile trail ultramarathon through the scenic Kettle Moraine and Ice Age State Trail near Whitewater, Wisconsin on September 25, 2026. Expect rugged singletrack, generous aid stations and a 55 hour time limit.

Take in wooded trail views at the Fall Into Fall Trail 5k in Janesville, then stay for live music, food trucks and beer and wine tasting at the festival. Run or walk a fun, scenic course and celebrate the season with community festivities.

Enjoy a scenic fall run, walk and roll through 125 acres of wooded trails, meadows and ponds. Choose a half marathon, 5K, 5K ruck or family one mile loop and support Zachariah's Acres for children with special needs.

The Trout Brook 10 mile trail race at Willow River State Park on Saturday, Oct 10, 2026, winds single track and park trails through hills, a stair climb, and waterfall views. Expect a rugged, scenic run with a midrace aid station.

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..

Celebrate pups and fitness at Paws for a Cause in Denmark WI on Oct 17 2026, with canicross and solo trail runs at several distances. Costume contests, Paw Parazzi photos, vendors and food benefit Crisis Cafe.