Trail Running calendar near Iola 2026-2027

Enjoy a scenic seasonal run through the trails of the Brown County Reforestation Camp followed by a fresh pancake breakfast. Participants can choose between a 5K or a family fun run with sweet treats waiting at the finish.

Event Details The NK50k is an annual fun run scheduled for April 11. It features 50K and 25K distances. The event is a point-to-point tour on the Ice Age Trail in the Northern Kettle Moraine State Forest, starting from the Ridge Road Trailh..

A spring trail event at the Iola Winter Sports Club offering **5k** and **15k** courses on ski trails and singletrack, plus a free kids 1k when weather permits. Food and drinks will be available in the Chalet and entry fees change after Mar..

Experience the diverse landscapes of Shiocton at the Navarino Nature Center Trail Run. Run or walk through forests and across bog boardwalks to support environmental education and local trail improvements.

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.

The First Mondays Summer Trail Series is a summer trail running event at the Iola Winter Sports Club. A different 5 km course is featured each month in June, July, and August. The series includes a vertical hill challenge and a kids race.

The Jack Lake Crazy Eights Trail Run will take place in Deerbrook on Saturday 6 June 2026. You can run 10 kilometers.

Event Overview The DWD Devil's Lake is a trail running event scheduled for July 11, 2026. It takes place at Devil's Lake, an area noted for its geological features formed in the ice age. The event is located in Baraboo, Wisconsin, just nort..

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.

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.

Underdown Trail Races The Underdown Trail Races are grassroots trail runs and mountain bike races held on August 15, 2026, at the Underdown Trail system in Merrill, Wisconsin. The running events include a 60k, marathon, and half marathon. T..

Experience a relay adventure through the single track trails of Nine Mile Forest in Wisconsin. Choose from various team sizes to run through pine and birch forests with overnight camping and a communal village atmosphere.

Twisted Roots is a trail running event at Wisconsin's High Cliff State Park, featuring marathon and half marathon distances. Runners will experience a mix of technical single track and prairie terrain with views of Lake Winnebago. The cuple..

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.

Join the charity trail run or walk in Denmark, Wisconsin. Choose your distance for canicross with your dog or go solo on the wooded trails. The event includes a costume contest and supports the Crisis Cafe.

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.