Trail Running Calendar Wisconsin 2026-2027

A Last Person Standing ultrarun on a farm near Arena, WI, run on a 1 to 1.25 mile loop with about 250 to 300 feet of climbing per lap. The course changes yearly, reverses every four hours, and continues until one runner remains.

A low-impact, no-frills running event in Delafield, WI that highlights Lapham Peak State Park and raises funds for Tall Pines Conservancy. Races range from a Half Marathon to a free kids 1K.

A spring trail event at Pringle Nature Center featuring a 5K trail run and a 2 mile fun run or hike through hilly, dirt trails; proceeds support environmental education at the 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..

Four monthly timed trail races at Hixon Trails in La Crosse, Wisconsin, held between May and August 2026. Each race covers 4.25 Miles; single race fee is $25 and the all-races option is $75.

An out and back on the Badger State and Sugar River rail trails in Belleville, WI on May 23, 2026, offering 50 mile, 50K and half marathon options with aid stations, photos, pizza and beer provided.

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.

A three-night trail series at Iola Winter Sports Club featuring a 5 km trail race, a free 1 km kids race, and a vertical jump challenge each night. Participants earn points that become raffle tickets drawn at the final night.

Backyard Nonsense is a timed ultra at Richard Bong State Recreation Area on June 6, 2026. It features 3, 6, 12 and 24 hour looped trail options on .75 mile laps with hourly on-course challenges.

A 10 km trail run on single track mountain bike and snowmobile trails in Deerbrook, WI on June 6, 2026. Online registration is available through June 5 and the entry fee for the 10 km is $40.

Blue Mound Trail Run on June 6, 2026 in Blue Mound State Park features 10K and 18K trail races on single-track and ski trails, and serves as a fundraiser for Friends of Blue Mound State Park.

A community trail run at Crossroads at Big Creek Nature Preserve offering 2K, 5K and 10K options with chip timing, awards, packet pickup before race day, and proceeds supporting environmental education.

An annual June endurance trail event featuring 100 mile, 100k, 50k and 38 mile options on mainly Ice Age Trail terrain. Entry for 2026 is by lottery with an ordered waitlist and early invites for rollovers and volunteers.

A June 13, 2026 trail running fundraiser at Mt. Ashwabay with 50K, 25K, 10K and a 5K fun run with obstacles. The looped course moves through old growth maple and hemlock with panoramic views of Lake Superior.

A Spartan Trail event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 50K, half marathon and 10K, and the trail terrain ranges from smooth to technical.

An overnight timed 10 hour trail run at Millville Bridle Unit in Prairie du Chien, WI, on a 5.25 mile loop. Limited to 75 runners with one aid station and an emphasis on a joyful, supportive, inclusive atmosphere.