Trail Running calendar near Iola 2025-2026

We have found 11 Trailruns within 80 miles of Iola. See below where and when you can find the races.

Tackle the scenic Northern Kettle Moraine on a point to point trail run through rolling ski trails, rocky singletrack and the forest high point. Choose 50K or 25K with shuttle service, aid stations and post run food at Greenbush Group Camp.

Explore forested ski trails at the Iola Spring Trail Race on April 18 in Iola, WI, with a winding 5k and a rugged singletrack 15k that climbs the ski jumping hill. Free kids 1k runs weather permitting.

May 2026

Enjoy a scenic 13.1 mile half marathon with more than nine miles on the Tomorrow River Trail, starting in Plover and finishing at Central Waters Brewing Co in Amherst. Perfect for trail lovers and brewery fans.

July 2026

Experience the ice age terrain of Devil's Lake at Dances with Dirt, with distances from 10K to 50 miles for every trail runner. Enjoy marked courses with aid, a famously dramatic aid station, finisher medals, and post race food and a brew.

Take on the Cliff Runner 10K on July 19, 2026 at High Cliff State Park, a rugged singletrack course with rocks, roots and steep climbs. Registration includes a Cliff Runner tee and finisher medal, with proceeds to Purdy Nature Preserve.

Evening trail runs in Nine Mile County Forest this July offer 5K, 10K and half marathon routes on winding single track and ski trails. Headlamps and rustic aid stations set a friendly, adventurous tone for trail fans.

August 2026

Run scenic backcountry singletrack through the Underdown Trail system in Merrill, WI with 60k, marathon, and half marathon options. Small fields, stocked aid stations, a custom finisher mug and a lively post race party with music, food, and..

September 2026

The Ragnar Trail Wisconsin will take place in Wausau from Friday 18 September 2026 to Saturday 19 September 2026. You can run 117 miles.

Run scenic single track and rolling prairies at Twisted Roots on Sunday, September 20, 2026 at High Cliff State Park, WI, with marathon and half marathon distances. Expect technical trails, lake views, friendly aid stations and a post race..

October 2026

Join a canicross or solo trail run and walk in Denmark, WI on October 17 with 2.8, 5.6 and 8.4 mile routes, raising funds for Crisis Cafe. Celebrate with a costume contest, Paw Parazzi red carpet photos, vendors and food.

Run scenic glaciated woodlands and rolling ridges at the Black River Trail Classic in Millston WI with options from 10k to the 85k ultra. Expect well marked trails, hot finish line food, a winter hat and wooden finisher medals.