Trail Running Calendar Wisconsin 2025-2026

The Chippewa Trail Races, taking place in New Auburn, Wisconsin, offers a variety of running events including a 50K, 50K Relay, 20 Miler, and 10K. Set against the scenic backdrop of the Ice Age Trail, the races feature out-and-back courses marked with pink flags. Participants can enjoy well-stocked..

The Sunset Safari 10k Trail Run is part of the 12th Annual Moonlight Meltdown event, taking place in Belgium, WI. This hybrid/crossover trail run offers participants a scenic experience through Harrington Beach State Park, featuring a 1.2-mile section on a snowmobile trail. The event is organized by..

The WausaUltra event, taking place from May 2 to 5, 2025, in Wausau, WI, features three unique race formats: Limitless, Solo, and Double. The Limitless race challenges participants to run a 4.167-mile loop continuously until only one runner remains, while the Solo and Double options allow for one or..

The Willow 20 Miler is an exciting trail running event taking place at Willow River State Park in Hudson, Wisconsin. Participants can choose between a challenging 20-mile course featuring two scenic loops or a 10-mile course that navigates a single loop through the park's beautiful landscapes. The e..

The Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting endurance running event taking place in the scenic Kettle Moraine State Forest. Participants can choose from various race formats, including 6-hour, 12-hour, and 24-hour solo or relay options. The course features three unique loops of differ..

The Donald Dash Trail Run is an exciting running event taking place in Mount Horeb, Wisconsin, featuring two race distances: a 5K and a 15K. Designed to cater to both novice and experienced runners, the course includes a mix of prairie, single track, and hilly terrain. The event aims to promote comm..

The Popple Shoot Trail Races, organized by Big Slo Running, will take place in Minong, Wisconsin, on May 3, 2025. This event features four race distances: 10K, 25K, 62K, and 87K, all set on a mix of flat public ATV trails, single lane ATV trails, and county roads. The races aim to raise funds for mi..

The Kampf Ice Age Trail Celebration is a multi-day event taking place in Sturgeon Bay, Wisconsin, from May 16 to May 18, 2025. This celebration honors Jack and Sara Kampf's achievement of becoming "Thousand Milers" by hiking the entire Ice Age National Scenic Trail. Participants can join in various..

The Wildflower Run is an exciting running event taking place in Bristol, Wisconsin, featuring a 4.5-mile trail run and a 2-mile fun run/hike through the scenic Bristol Woods County Park. Scheduled for the third Saturday in May, the event coincides with peak wildflower viewing, making it a beautiful..

Rumble on the Ridge is an exciting endurance event inspired by the Backyard Ultra format, taking place on a family dairy farm in Arena, Wisconsin. Participants navigate a looped course, known as "The Drifty Mile," which varies between 1 to 1.25 miles with a minimum elevation gain of 250 feet. Runner..

The Sugar Badger 50/50 and Half is a scenic running event taking place in Belleville, Wisconsin, featuring a 50-mile, 50K, and half marathon distance. The race is set on the flat and soft rail trails of the Badger State Trail and the Sugar River State Trail, offering picturesque views, trestle bridg..

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 scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

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

The City of Trail Races, held in St. Croix Falls, WI, celebrates the area's extensive trail system with a variety of running and hiking events. Participants can choose from five different race distances, including a 2K, 5K, 10K, half marathon, and full marathon, catering to all skill levels.The even..

The Blue Mound Trail Run is an annual running event held at Blue Mound State Park in Wisconsin, featuring 10K and 18K trail run options. Scheduled for June 7, 2025, this will mark the 21st edition of the event. Proceeds from the run benefit the Friends of Blue Mound State Park, supporting various pr..

The Thunderbird Warrior Challenge is a multi-distance trail running event taking place at Mt. Ashwabay Outdoor Recreation Area in Bayfield, Wisconsin. Scheduled for June 14, 2025, participants can choose from a 50K, 25K, 10K, or a 5K fun run that includes an obstacle course.The event features scenic..

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held annually in June, featuring a variety of race distances including 100 miles, 100 kilometers, 50 kilometers, and 38 miles. Established in 1996, this trail race showcases the scenic beauty of the Kettle Moraine region, with..

The Sunburst 12 Hour Trail Festival, taking place on June 21, 2025, at Sunburst Ski Area in Kewaskum, WI, offers an exciting challenge for runners. Participants can choose between 6-hour and 12-hour solo events or join a relay team of three. The course features a mix of climbs and scenic trails, wit..

The Strawberry Solstice Run, organized by the Driftless Trail Collective, is set to take place on June 21, 2025, in Prairie du Chien, WI. This unique 10-hour overnight event features a 5.25-mile loop course, beginning at dusk and concluding at dawn. With a limit of 75 participants, the run aims to c..