Trail Running Calendar Wisconsin 2026-2027

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.

Trailbreaker in Waukesha offers distances from a marathon to a kids 1K and new 2026 ruck events. The event supports the Park Foundation, which has reinvested over $200,000 in local parks and recreation.

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..

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.

The Sugar Badger 50 Miles is a trail ultramarathon scheduled for May 2026. Organized by Ten Junk Miles Racing, it focuses on a community atmosphere on the trails. The event is a single 50-mile distance challenge.

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.