Trail Running calendar near Iola 2026-2027

We have found 16 Trailruns within 80 miles of Iola. See below where and when you can find the races.

A 10 km trail run at High Cliff State Park on July 19th 2026, featuring rocky single track, nearly 500 feet of climbing, and two loops of the Lime Kiln trail. Registration includes a T shirt and finisher medal and some proceeds support a lo..

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.

August 2026

The First Mondays Summer Trail Series will take place in Iola on Monday 3 August 2026.

A community run/walk in Brillion honoring Mike Ariens, featuring 10K, 5K and a Kids 1K on trails and downtown routes, with finish-line ice cream, commemorative bucket hats, medals, and shuttle service between venues.

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.

September 2026

A USATF certified chip timed family 5K run and walk through Pla-Mor Park and the Devil's River State Recreational Trail in Francis Creek, WI. The event includes a virtual option and proceeds support local first responders and community prog..

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 marathon and half marathon at High Cliff State Park near Sherwood WI on September 20, 2026, featuring Lake Winnebago views, technical single track and prairie sections. Aid stations, a postrace pasta buffet, and a cupless policy are p..

October 2026

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.

April 2027

Trail runs in Greenbush, Wisconsin along the Ice Age Trail offering 50K and 25K with transportation to the start, aid stations, and post run refreshments. The event is organized as a run rather than a race.

May 2027

A multi-day trail event in Wausau using a 4.167 mile loop. Choose the last-runner-standing Limitless format, one or two loop races, or a short kids race.

October 2027

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.

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