Trail Running calendar near Iola 2025-2026

Twisted Roots is a trail running event at High Cliff State Park, near Sherwood, Wisconsin. The weekend features a half marathon and a full marathon traversing rugged single-track, rolling prairie, and scenic spans over Lake Winnebago, with views of the Niagara Escarpment and the Lime Kiln Ruins. Hos..

The S'more Fun Trail Run takes place at Mirror Lake State Park in Baraboo, Wisconsin, offering a variety of distances including a Mini-Marshmallow Mile for kids 11 and under, 5K trail walk and run, 10K trail run, and a half marathon trail run. The course features scenic views along Mirror Lake, sand..

The Golden Pines Trail Run at Machickanee, held in Abrams, Wisconsin, offers an evening trail running and hiking experience through the scenic Machickanee Hiking and Ski Trails. Participants can choose from 7K or 11K distances, with options for canicross events where runners hike or run with their l..

The First Annual Paws for a Cause Canicross & Trail Run/Walk for Charity takes place in Denmark, Wisconsin, offering participants the chance to run or walk scenic wooded trails with or without their dogs. The event features three distance options—2.8, 5.6, and 8.4 miles—catering to all fitness level..

The Iola Fall Classic Trail Race is a new annual event hosted by the Iola Winter Sports Club in Iola, Wisconsin. It features three trail races—the 25k, 10k, and 5k—set on a mix of single-track and cross-country ski trails. The event emphasizes a family-friendly, fall-running atmosphere with post-rac..

The Black River Trail Classic, held in Millston, Wisconsin within the Black River State Forest, is a trail running event featuring distances of 85K, 50K, 25K, and 10K. Celebrating its 9th year in 2025, the race offers a scenic course with ridge views and vibrant fall colors. Participants receive a w..

Run for the Hill of It/Run for the Hill-O-Ween is a 5K trail race in Green Bay, Wisconsin, at 500 Beverly Road along the Baird Creek Greenway. Runners cover about 3.1 miles, including Triangle Hill (“The Big Hill”). Halloween theme adds fun, with costumes optional.Also features the Little Hill Racer..

Run Til You Snowdrop-24 Hour Treadmill Run is a charity endurance event held in Appleton, Wisconsin, at Crunch Fitness (2500 S. Kensington Drive). The fundraiser runs for 24 hours on 24 treadmills to support the Snowdrop Foundation of Wisconsin and families fighting pediatric cancer, honoring the 24..

NK50k is a 50-kilometer point-to-point trail run organized by Greenbush Trail Runners in Greenbush, Wisconsin, along the Northern Kettle Moraine Ice Age Trail. The route runs from the Ridge Road Trailhead to the Greenbush Group Camp finish, with a bus shuttle transporting runners from finish to star..

WausaUltra in Sylvan Park, Wausau, Wisconsin, offers three formats: Limitless (last-runner-standing), Solo, and Double. All races share a 4.167-mile all-trail loop that threads through woodlands, climbs, and a creek-side descent, with a welcoming home base for tents, aid, bathrooms, and parking betw..

The Dormie Challenge takes place on Saturday, May 30, 2026, in Stevens Point, Wisconsin. The event offers two timed ultra marathon options: 12-hour and 6-hour. The course is a 1.01-square-mile loop on the UW–Stevens Point campus. The race is described as the first ultra marathon held in Portage Cou..

Cliff Runner 10K is a challenging 10-kilometer trail race held in Sherwood, Wisconsin at High Cliff State Park. The course takes runners along mostly single-track trails through the park’s rugged terrain, featuring rocks, roots, boulders and rolling hills with more than 500 feet of total elevation g..

The Wausau Trail Run is an evening trail race held at Nine Mile County Forest in central Wisconsin. Registration for the next edition opens on January 1, 2026. The event offers the following distances: 5K 10K Half Marathon The run takes place on a combination of single-track mountain bike and ski..