Trail Running calendar near Deerbrook 2026-2027

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 with changing 5K courses, a kids 1k and a vertical challenge on ski jump hills. Races are untimed and each night has a per event fee of $10.

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.

Bear Cupboard Run in Minocqua on June 27, 2026 features a half marathon, a 5K run and walk, and a 1K kids Cubbie run from Torpy Park. Most courses use the Bearskin Trail and proceeds benefit the Lakeland Pantry.

A community July 4 event in Land O Lakes featuring a 5K on mixed surfaces and a youth fun run. Proceeds support Great Headwaters Trails and the Land O' Lakes community playground.

A 5K trail run and a 1 mile fun walk at the MECCA Trails in Mercer on July 4, 2026, supporting northern Wisconsin veterans. The 5K has age-group awards and T-shirt orders are due June 18.

An evening trail race at Nine Mile County Forest with 5K, 10K and 20K lap options on singletrack and ski trails. The looped course requires lights and provides on-course water and nutrition at key points.

Stair and trail races on Giant Pine Mountain in Iron Mountain, Michigan. Multiple distances are offered, with Deuce as two repeats and Extreme as four repeats; new trail-run options debut in 2026. Chip timed with overall and event times.

Underdown Trail Races in Merrill, Wisconsin on August 15, 2026 offer backcountry singletrack running and mountain biking across distances from a half marathon to 111 miles. Courses are well marked, supported by aid stations, and proceeds su..

Experience the scenic trails of Iron Mountain at the Lake Antoine Classic. Choose between running, walking, or cycling distances in this community event supporting the Special Olympics.

A trail race in Chequamegon-Nicolet National Forest on large sections of the Ice Age Trail offering 100 mile, 100k and 50k distances. Organizers reserve nearby Spearhead campground and the course uses single-track and forest roads.

A team trail relay on September 18-19, 2026 at Nine Mile Forest near Wausau, WI, featuring 117 total miles, single track trails and overnight camping. Multiple team formats are offered and Ragnar Village provides food, music and camping ame..

A new annual trail race at Iola Winter Sports Club on 10/17/2026 offering 25 km, 10 km and 5 km courses on singletrack and ski trails, with aid stations, post-race snacks, medals and age-group awards.

At Sylvan Park in Wausau, WI a 4.167 mile mostly-trail loop is used for three options over May 7 to 9, 2027. Runners can repeat the loop in a backyard style event or choose one or two loop distances; a short kids race is included.