Trail Running calendar near Iola 2026-2027

Push your limits at the Dawn to Dusk Endurance Run in Valders, Wisconsin, a timed trail event offering 6 to 24 hour formats on a scenic 4.5 mile lakeside loop. Live tracking and on site cabins make it an ideal weekend of endurance and camar..

Outagamie Stampede on June 27, 2026 combines a 5K cross-country run, a 4K barnyard obstacle course, and a 300 yard kids fun run at the Outagamie County Fair, with team and individual scoring and age group awards.

A trail running event at Devil's Lake near Baraboo, WI on July 11, 2026, offering distances from 10K to 50 miles, marked courses with aid, post-race food and a finisher medal.

Cliff Runner 10K on July 19, 2026 in Sherwood, WI is a 10K trail run on mostly single track with rocks, roots, boulders and over 500 feet of elevation gain. Registration includes a T shirt and finisher medal and a share of proceeds supports..

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.

A community run and walk in Brillion, Wisconsin honoring Mike Ariens with 10K, 5K and a Kids 1K fun run. Routes use local trails and conservation land, and participants receive shirts, medals and an ice cream treat at the finish.

Trail running and mountain bike races at the Underdown Trail near Merrill, WI feature multiple distances on well marked singletrack with boardwalks, aid stations, awards, and a postrace gathering with music.

A team trail relay at Nine Mile Forest on September 18-19, 2026, featuring 117 miles of single-track forest trails, multiple team formats and on-site camping options with village amenities like bonfires, music and food trucks.

Trail half and full marathons at High Cliff State Park near Sherwood, WI on September 20, 2026, featuring technical singletrack, prairie sections and escarpment views; cupless event with aid stations and a post-race pasta buffet.

Explore the scenic trails and steep hills of Mirror Lake State Park with several distances available. Finish your race with refreshments and s'mores around a campfire while supporting local park projects.

A fall ultramarathon on the Ice Age Trail near Greenbush, Wisconsin offering 50 mile and 50K out and back courses. Aid stations are spaced four to eight miles and the event is cupless with reusable cups provided at check in.

Trail races on October 17, 2026 in Black River State Forest near Millston Wisconsin, offering 10k, 25k, 50k and an 85k that links all courses. The event includes a winter hat, handcrafted finisher medals and on site camping.

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.

Trail running event on October 31, 2026 at the Greenbush trail system near Glenbeulah, WI. Choose a 5K one loop or a 10K two loop course; chip timing is provided and a park sticker or daily pass is required.

A point-to-point trail run in Greenbush, WI on April 3, 2027, offering 50K and 25K options along the Northern Kettle Moraine Ice Age Trail with on-course aid, post-run refreshments, and transportation from the finish to the starts.

A looped trail event in Sylvan Park, Wausau offering one-loop, two-loop, or repeat 4.167 mile loop formats across May 7 to May 9, 2027, plus a short free kids race. Entries have set deadlines and nonrefundable policies.

Paws for a Cause in Denmark WI on October 16, 2027 offers canicross and solo trail run or walk options of 2.8, 5.6, and 8.4 miles, with proceeds benefiting Crisis Cafe.