Trail Running Calendar Wisconsin 2025-2026

The Tomorrow River Trail Half-Marathon is a scenic running event taking place in Plover, Wisconsin, with the course extending to Amherst, ending at Central Waters Brewing Co. Participants will enjoy over nine miles of the route along the picturesque Tomorrow River Trail. The event is scheduled for J..

Bong Backyards is an exciting trail and ultra running event held at the scenic Richard Bong State Recreation Area in Brighton, Wisconsin. Scheduled for June 6, 2025, it offers multiple race distances, including the challenging Backyard Ultra and the Backyard 24, catering to runners of all skill leve..

The City of Trail Races, held in St. Croix Falls, Wisconsin—known as the "City of Trails"—offers a scenic and challenging trail running experience through the glaciated valley along the Ice Age National Scenic Trail and St. Croix National Scenic Riverway.The event features five distances: 2K, 5K, 10..

The Jack Lake Crazy Eights Trail Run will take place in Deerbrook on Saturday 7 June 2025. You can run 7 miles.

The Blue Mound Trail Run is an annual trail running event held at Blue Mound State Park in south central Wisconsin. Now in its 21st edition, the run offers two distance options: 10K and 18K. Organized by Wisconsin Trail Runs, a volunteer group, the event features scenic courses through the park’s na..

The Kettle Moraine 100 Endurance Trail Races, held annually in June in the Southern Kettles of Wisconsin, offer challenging ultra-distance events including 100-mile, 100k, 50k, and 38-mile races. Established in 1996, the course is predominantly trail-based, with about 65 miles running along the scen..

The Thunderbird Warrior Challenge is a trail running event held at Mt. Ashwabay Ski & Recreation Area in Bayfield, Wisconsin, on June 14, 2025. It offers distances of 50K, 25K, 10K, and a 5K fun run featuring an obstacle course.The course showcases a mix of flowy, rolling singletrack and technical t..

The Whitewater Trail Challenge, held in Whitewater, Wisconsin, is a scenic trail running event set along a portion of the iconic Ice Age Trail. This National Scenic Trail showcases the glacially sculpted landscape of Wisconsin with rolling hills and well-established trails. The event offers three ra..

The Strawberry Solstice Run is a 10-hour overnight trail running event held at the Millville Bridle Unit in Prairie du Chien, Wisconsin. Scheduled for June 21, 2025, the race features a 5.25-mile loop course with traditional Driftless Area terrain and elevation, including a challenging climb near th..

The Dawn to Dusk Endurance Run takes place at Camp Sinawa near Valders, Wisconsin, featuring a challenging 4.5-mile loop course with 330 feet of elevation gain per lap. The trail is primarily single track and dirt Jeep road, with a short paved section. The event offers multiple race durations includ..

The Kishwauketoe 5K Cross Country Run is a community-focused running event taking place in Williams Bay, Wisconsin. Participants can choose between a 5K run/walk and a children's 1/4 mile walk/run for ages 10 and under. The course features scenic grass trails through hills, woods, and prairie, with..

Dances with Dirt Devil's Lake is an exciting trail running event set in the stunning landscape of Devil's Lake, Wisconsin, known for its unique geological features. Scheduled for July 12, 2025, this midsummer adventure offers various race distances, including 10K, half marathon, full marathon, 50K,..

NCTRaces: Palmer's is a trail running event held at Palmer's Landing near Solon Springs, Wisconsin, along the North Country Trail. The races feature a scenic, challenging course with a mix of hills, valleys, creek crossings, and diverse timber landscapes. Distances offered include a 5K fun run, half..

The Cliff Runner 10K is an extreme trail running event held in Sherwood, Wisconsin, within High Cliff State Park. The challenging 10-kilometer course features mostly single-track trails with rocks, roots, boulders, and hills, offering over 500 feet of elevation gain. This race provides a true trail..

The Wausau Trail Run is an exciting running event scheduled for July 25-26, 2025, in Wausau, Wisconsin. As part of the Wausau 24 weekend, it features various trail running distances, including a 5K, 10K, and Half Marathon, all set on the scenic single track mountain bike and ski trails at Nine Mile..

Wausau 24 is the largest 24-hour mountain bike race in the Midwest, held annually at Nine Mile County Forest near Wausau, Wisconsin. Participants can compete solo or in teams across 6, 12, and 24-hour race categories, completing as many laps as possible on a challenging course. The event features a..

The Kinni is an adventurous running event held at Kinnickinnic State Park in River Falls, Wisconsin. Unlike traditional races, participants navigate the park using a provided map to find four hidden books, tearing out pages matching their bib numbers as proof. Covering varied terrain, runners cover..

The "Thanks Sandy" event is a 9-mile trail run held at Kohler-Andrae State Park in Sheboygan, Wisconsin. The course features a mostly flat terrain with a total elevation gain of 509 feet and descent of 485 feet, combining concrete paths, wide woodland trails, sandy shoreline running along Lake Michi..

The New Glarus Woods Trail Run is an annual event that celebrates outdoor fitness and community spirit, taking place in New Glarus, Wisconsin. This year marks the 6th edition of the run, which is part of the Savanna Trail Run Series. The event features multiple race options, including a 1 Mile Fun R..

The Underdown Trail Races, held in Merrill, Wisconsin, offer a challenging and scenic trail running experience on August 16, 2025. The event features distances of 60k, marathon, and half marathon through the Underdown Trail system, known for its backcountry singletrack trails shaped by ancient glaci..