Trail Running Calendar Wisconsin 2026-2027

Experience a unique last person standing ultra through maple woods during syrup season. Complete a five kilometer loop with one thousand feet of elevation every hour until only one runner remains.

The Fight for Air Stair Climb returns to Milwaukee's 411 East Wisconsin Center on March 21, 2026. Participants can choose to climb the 30-story building once, twice, or take on the Power Hour challenge. A virtual option is also available fo..

Enjoy a scenic seasonal run through the trails of the Brown County Reforestation Camp followed by a fresh pancake breakfast. Participants can choose between a 5K or a family fun run with sweet treats waiting at the finish.

Join a long-standing Waukesha tradition featuring marathon and shorter distances plus new rucking categories. Support local parks while enjoying a professionally managed event on scenic city trails.

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.

Event Details The NK50k is an annual fun run scheduled for April 11. It features 50K and 25K distances. The event is a point-to-point tour on the Ice Age Trail in the Northern Kettle Moraine State Forest, starting from the Ridge Road Trailh..

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..

Explore the early spring trails at the Bird Sanctuary, a managed brush prairie on the North Country Trail. Choose between a scenic 10k or a 20k that tours the entire wildlife area, both on 99.9% single-track. The courses offer a mix of open..

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.

The Chippewa Trail Races offer a classic trail running experience on Wisconsin's scenic Ice Age Trail. Choose from four distances, including a 50K relay, on forested single-track paths. All finishers get a commemorative print to celebrate t..

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 offers three trail challenges on a scenic 4.167-mile loop in Sylvan Park. Test your endurance in the multi-day Limitless event, or opt for the shorter Solo or Double distances. A free kids' race is also part of the weekend festiv..

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.

Choose your challenge: a 10-mile or 20-mile trail race through Willow River State Park. The course winds along grass and gravel paths, with aid stations and a cupless policy. It's a scenic run with different start times for each distance.

Event Details The Popple Shoot Trail Races take place on Saturday, May 9, 2026. The event is organized by Big Slo Running and net proceeds are donated to local charities. The races start and finish at the Wild River Campground, located at 8..

Rumble on the Ridge is a backyard ultra held on a private farm near Madison. Runners tackle a secret 1+ mile loop every 20 minutes until only one remains. The event supports the creation of a new local trail network.

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.