Trail Running calendar near Deerbrook 2026-2027

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.

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 with a multi-surface 5K and a youth 1K fun run; proceeds support Great Headwaters Trails and the local playground.

A 5K trail race and a 1 mile fun walk/run at the MECCA Trails in Mercer, Wisconsin, supporting northern Wisconsin veterans and veteran organizations. Registration runs May 4 to June 11 with a $20 fee.

Experience the sunset at Nine Mile Recreation Area with a series of trail runs on single track mountain bike paths. Choose from multiple distances and navigate technical terrain using your own lights as the sun goes down.

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 on August 29, 2026 in Chequamegon-Nicolet National Forest offering 100 mile, 100k, and 50k distances. Much of the course follows the Ice Age Trail through forests, lakes, rocky terrain, and prairie sections.

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..

Trail races of 25k, 10k and 5k at Iola Winter Sports Club on October 24, 2026, run on singletrack and cross country ski trails. Course aid and post race refreshments are provided and awards recognize top finishers.