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.

Trail races at Donald County Park with 5 km, 15 km, and a new 1 mile kids fun run across prairie, single track, sand and hills, with aid stations, awards, limited parking, and proceeds supporting park trail maintenance.

An ultrarunning event in Kettle Moraine State Forest on May 2–3, 2026 offering 6 hour, 12 hour and 24 hour solo and relay formats across three loop lengths. Jackpot cash prizes are funded from registration fees and distributed to top finish..

Two trail distances on the same grass and gravel course at Willow River State Park, featuring single track, rolling terrain, aid stations, and a cupless policy. Race day registration may be available but spots are not guaranteed.

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.

The Dormie Challenge is Portage County's first ultra marathon on May 30, 2026 at UWSP campus in Stevens Point. It offers 12 hour and 6 hour endurance events with limited fields, aid stations, timing, and medical support.

A farmer inspired obstacle course of about 2 miles at Alsteen Farms in Lena, WI on May 30, 2026. The course includes farm chores like feeding calves and climbing through a tractor, with a yogurt bar and optional farm tour. $25 entry.

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.

Experience an inclusive trail running event at Richard Bong State Recreation Area. Choose from five different timed options ranging from three to twenty four hours on a scenic course with rolling hills.

The third annual Jack Lake Crazy Eights Trail Run is an approximately 10K held on single track mountain bike trails at Jack Lake Campground in Langlade, WI, featuring good trail tread, rolling hills and room for comfortable running.