Trail Running Calendar Wisconsin 2026-2027

WausaUltra at Sylvan Park in Wausau features a 4.167 mile mostly trail loop offered as a Limitless backyard event, Solo, Double, and a free kids race over May 1 to May 3, 2026.

A trail race at Donald County Park in Mount Horeb on May 2, 2026, offering 5 km, 15 km and a Kids One Mile Fun Run; chip timing, aid stations, awards, and proceeds benefit Friends of Donald Park for trail maintenance.

The Prickly Pine Jackpot 24 Hour offers timed running events in the scenic Kettle Moraine State Forest. Runners choose from three different loop distances to build their mileage, with cash jackpots for top solo and relay finishers. Amenitie..

Choose 10 miles (one loop) or 20 miles (two loops) on grass and gravel single track through Willow River State Park. Aid station midloop, cupless event, portable toilets available.

Popple Shoot Trail Races in Minong, Wisconsin on May 9, 2026 offers four trail distances from 10K to 87K across gravel trail, ATV trails and county roads. Multiple aid stations are provided and awards are given by overall and age divisions.

A long running Wisconsin trail ultramarathon that winds through forests, rocky ridges and glacial landforms. The event offers 50 miles, 50K and a half marathon and typically sells out quickly.

Rumble on the Ridge is a Last Person Standing loop race in Arena, Wisconsin on May 16, 2026 where runners repeat a roughly one mile loop with a twenty minute cutoff until one person completes every lap.

A low-impact trail event at Lapham Peak Park offering distances from a Kiddos 1K to a half marathon, with ruck and walk options, cupless aid stations, and proceeds benefiting Tall Pines Conservancy.

Experience the spring blooms at Bristol Woods County Park during this hilly trail run and hike. Support local environmental education while navigating scenic dirt paths through the Pringle Nature Center.

Big Climb Wisconsin on May 16, 2026 in Madison is a team-based stadium climb that features stairs, ramps, and concourses. The event honors patients and survivors and awards participants a finisher medal while supporting efforts against bloo..

Test your fitness at the Hixon Trail Series in La Crosse. This monthly four part timed trail running series takes place from May through August at Old Quarry Road.

Rail-trail event in Belleville, WI using the Badger State Trail and Sugar River State Trail. Distances include 50 miles, 50K and a half marathon on flat, soft surfaces with trestle bridges and a quarter mile tunnel.

Trail run and walk in Cable on rolling single track through Bayfield County Forest, with 5K, 10K and half marathon options plus age group awards and local homemade bread and jam for all participants.

A six-race trail running series from May to October 2026, featuring five monthly trail races at local trailheads and a 10K championship in Marquette, free registration, and a proportional scoring system with a 15-point maximum for winners.

Experience the first ultra marathon in Portage County on a loop at the UW Stevens Point campus. Choose between 6 hour and 12 hour events with a limited field of 125 runners to support local collegiate athletes.

Experience a unique two mile obstacle course at Alsteen Farms featuring real farm chores like tire throwing and calf feeding. Enjoy a yogurt bar and an optional dairy farm tour after the event.

Experience a scenic point to point run from Plover to Amherst along the Tomorrow River Trail. This half marathon concludes at the Central Waters Brewing Co for a memorable finish in Wisconsin.

The First Mondays Summer Trail Series is a summer trail running event at the Iola Winter Sports Club. A different 5 km course is featured each month in June, July, and August. The series includes a vertical hill challenge and a kids race.

Backyard Nonsense is a timed trail event with 24, 12, 6, and 3 hour options in the Richard Bong State Recreation Area. Run as far as you want on rolling hills near Vern Wolf Lake. The event is organized by CUSS Running, which has specific p..

The Jack Lake Crazy Eights Trail Run will take place in Deerbrook on Saturday 6 June 2026. You can run 10 kilometers.