Trail Running Calendar Wisconsin 2025-2026

Hit scenic singletrack and ski trails at Mt Ashwabay for the Thunderbird Warrior Challenge, a fundraiser supporting Camp Benesi and Mt Ashwabay. Choose from a family friendly 5K obstacle run up to 50K and soak in sweeping views of Lake Supe..

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.

Kettle Moraine returns June 13 and 14 2026 in LaGrange Wisconsin, offering 100 mile, 100K and shorter trail distances with plenty of Ice Age Trail scenery. The 100 mile serves as a Western States qualifier, making this a prime summer ultra.

Take on the Whitewater Trail Challenge, a Spartan Trail race on a rugged stretch of the Ice Age Trail out and back from Rice Lake. Choose 50K, 21K or 10K across terrain that ranges from smooth singletrack to technical rock and root.

Experience Dances with Dirt Devil's Lake, a midsummer trail run on scenic glacial terrain near Baraboo, Wisconsin. Choose distances from 10K to 50 miles and enjoy aid stations, a finisher medal and post race food and a cold 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.

Enjoy a scenic 9 mile trail loop at Kohler Andrae State Park featuring beaches, boardwalks, marsh and pine trails along Lake Michigan. Friendly cupless race with post race food, awards and a commemorative finisher token.

Run the Midwest States 100 in Westboro, Wisconsin on August 29 to 30, 2026 along the Ice Age National Scenic Trail, with 100 mile, 100K and 50k options. Small field and camping add on make for a rugged grassroots experience.

Enjoy scenic, technical trails in St Croix Falls with marathon, half marathon and 10K options over rolling hills, bridges and single track. Limited to 150 online entries, this intimate event features full aid stations and a full color finis..

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

Join Goose Bumps in Stoddard, WI a fundraiser by River City Running Club with timed loop 6 hour and 24 hour options for runners and walkers of any distance. Enjoy an aid station, post race meal, games and the chance to log big miles.

Challenge yourself on rugged single track and rolling prairie at Twisted Roots, offering marathon and half marathon distances with views of Lake Winnebago and the Niagara Escarpment. Trail etiquette required; bring your own cup.

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 fall run, walk and roll through 125 acres of prairie, ponds and fall color at Zachariah's Acres in Oconomowoc. Choose 5K, half marathon or a family one mile loop while supporting nature based programs for children with special needs..

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.

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.

Experience peak fall colors on Wisconsin's scenic Door County roads at The Fall 50, featuring a challenging 50 mile solo option or a fun relay for teams. Enjoy autumn views and community camaraderie on this one day running celebration.