Trail Running Calendar Wisconsin 2025-2026

We have found 39 Trailruns in Wisconsin. Check below where and when you can find the races.

Join the Sugar Badger 50/50 and Half in Belleville, WI for flat, scenic out and back runs on the Badger State and Sugar River State Trails with 50 mile, 50K and half marathon options. Expect trestle bridges, a quarter mile tunnel, aid stati..

Run the forest trails of Cable Wisconsin on May 23 2026 with 5K, 10K and half marathon distances. Hosted by North End Ski Club, the race showcases scenic groomed trails and local community spirit.

Run the Tomorrow River Trail Half Marathon from Plover to Amherst, Wisconsin, with over nine miles on a scenic river trail and a festive finish at Central Waters Brewing Co. Trail views and brewery celebration await.

June 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.

Run the scenic Ice Age Trail at the Whitewater Trail Challenge in Whitewater Wisconsin on June 20, 2026. Pick 50K, half marathon or 10K courses that mix smooth singletrack and technical footing for a rewarding trail day.

July 2026

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.

August 2026

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..

September 2026

Ragnar Trail Wisconsin is a team relay across scenic single track trails in Nine Mile Forest near Wausau. Camp in Ragnar Village and enjoy bonfires, music, yoga and festival style camaraderie between loops.

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.

October 2026

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.

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.