Trail Running Calendar Wisconsin 2026-2027

A seven month trail series around Oconomowoc offering 5K, 10K, half marathon and ruck options, an All Access pass to skip packet pickup, a championship finale, and free Kiddo 1K races.

Point-to-point trail runs on the Northern Kettle Moraine Ice Age Trail near Greenbush WI with 25K and 50K options, aid stations, drop bag access for 50K runners, and post-run food at the Group Camp shelter.

A spring trail event at the Iola Winter Sports Club offering **5k** and **15k** courses on ski trails and singletrack, plus a free kids 1k when weather permits. Food and drinks will be available in the Chalet and entry fees change after Mar..

NCTRaces: Bird Sanctuary is a charity trail event on April 18, 2026, with 10k and 20k courses through the Douglas County Wildlife Area. Participant fields are limited to 75 per distance and registration is via UltraSignup or in person.

Participate in a two mile run or walk through the scenic 120 acre Southern Door School campus. Enjoy a course of gravel and woodland trails while supporting local students and staff in Brussels Wisconsin.

Experience a unique chip timed race in Belgium featuring road and trail sections through Harrington Beach State Park. Choose between a fast 5k road course, a 10k hybrid trail run, or a scenic half marathon with Lake Michigan views.

Trail races at the David R. Obey Ice Age Interpretive Center range from a 10K loop to a 50K and a two person 50K relay. Courses run mostly on single track Ice Age Trail with marked aid stations and finisher prints.

Experience a flexible trail series in the Kettle Moraine Forest featuring seven races with open start times, live music, and handcrafted finisher medals.

Experience the diverse landscapes of Shiocton at the Navarino Nature Center Trail Run. Run or walk through forests and across bog boardwalks to support environmental education and local trail improvements.

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 classic Midwest ultra on varied glacial terrain offering 50-mile, 50K and half-marathon options with scheduled training runs, a strict no-transfer policy and on-site medical support.

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.

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.