Trail Running Calendar Wisconsin 2026-2027

Trail races in Minong Wisconsin offering 10K, 25K, 62K and 87K on crushed gravel, ATV trails and county roads. Net proceeds support local charities and the event is Trail Sisters approved.

A long running Wisconsin trail ultramarathon that winds through forests, rocky ridges and glacial landforms. The event offers 50 miles, 50K and a half marathon and typically sells out quickly.

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.

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.

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 trail running event at Richard Bong State Recreation Area on June 6, 2026, offering 3, 6, 12 hour races and two 24 hour formats with group campgrounds reserved and a required Wisconsin State Park pass.

The third annual Jack Lake Crazy Eights Trail Run is an approximately 10K held on single track mountain bike trails at Jack Lake Campground in Langlade, WI, featuring good trail tread, rolling hills and room for comfortable running.

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 and walk on June 13, 2026 at Crossroads at Big Creek Nature Preserve offering 2K, 5K and 10K options with chip timing, aid stations, participant trees, and locally sourced prizes.

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 fundraising trail event at Mt. Ashwabay featuring 50K, 25K, 10K and a 5K fun run with obstacles, scenic singletrack through old growth forest, panoramic Lake Superior views, and rustic on-site camping.