Trail Running Calendar Wisconsin 2026-2027

Experience a seven month trail adventure through the scenic parks of Waukesha County. Choose from running, walking, or rucking across distances ranging from 5K to a Half Marathon.

A point to point trail run on the Northern Kettle Moraine Ice Age Trail in Greenbush, WI, offering 25K and 50K options, transport from the finish to starts, aid stations, drop bag access, and post run food.

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..

Trail races on the North Country Trail in Solon Springs, WI offering 10k and 20k routes through brush prairie, ponds, and timber with water only aid stations and limited fields.

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 near New Auburn WI on single track Ice Age Trail terrain. Events include 50K, 50K relay, 20 mile and 10K courses with marked routes, aid stations, turnaround support, and finisher prints.

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.

A multi-day trail event at Sylvan Park using a 4.167 mile loop: a backyard Limitless format, one- or two-loop Solo/Double options with three hours to finish, and a short free kids race for ages 12 and under.

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.

Trail races at Willow River State Park offering 10 mile and 20 mile looped courses through forests, grasslands, and near Willow Falls, with aid stations and a stated registration deadline.

A multi-distance trail running event in Minong, Wisconsin featuring 87K, 62K, 25K and 10K courses on ATV trails, the Wild Rivers crushed-gravel rail trail and county roads, with multiple aid stations and age-group awards.

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.

A Last Person Standing backyard ultra on a private farm near Arena, Wisconsin, where runners repeat a 1.0 to 1.25 mile loop every 20 minutes until one remains. The field is capped at 75 and a waitlist is used if it fills.

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.

Flat out-and-back rail-trail races near Belleville, WI on May 23, 2026 offering 50 miles, 50K, and a half marathon, with aid stations, event swag, free food and drinks, and a tunnel and trestle-bridge scenery.

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.

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.