Trail Running Calendar Wisconsin 2026-2027

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..

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.

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.

Experience the unique Run Until Done format on a 4.15 mile trail loop in La Crosse. Participate as an individual or in teams of up to six people to test your endurance against the clock.

Challenge yourself on the stairs of Giant Pine Mountain. Choose from a single climb, multiple repeats, or a new combination with a trail run. This chip-timed event in Iron Mountain offers different formats for testing your endurance.

Thanks Sandy is a *9 mile* trail run at Kohler-Andrae State Park near Sheboygan, WI, featuring beach, marsh and cordwalk sections, a three hour cutoff, one on-course aid station and post-run snacks with dietary options.

Test your endurance at Prairie du Chien's first backyard ultra featuring a 4.167 mile trail loop through La Riviere Park. Run one lap every hour until only one participant remains or enjoy a relaxed one lap fun run.

Experience a grassroots wilderness race at the Underdown Trail system in Merrill. Choose between various trail running and mountain bike distances featuring glacial hills, singletrack paths, and scenic boardwalks.

This annual community event in Sun Prairie features a 5k race and a kids' fun run, with a course on neighborhood bike paths. Proceeds go directly to support the local high school cross country team.

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.

Experience the beauty of New Glarus Woods State Park with trail races ranging from 5k to 16k. This annual event features forested loops and prairie views while supporting park conservation efforts.

At Blackhawk Ski Club in Middleton, WI, Run The Hawk is a lap-based trail event with 3, 6 and 12 hour challenges plus a 1.7 mile fun run, featuring singletrack, a major climb, on-course aid and relay team options.

Midwest States 100 is a trail race in Wisconsin's Chequamegon-Nicolet National Forest. The course primarily follows the historic Ice Age Trail. Camping is available at the race campground.

Trail races in St. Croix Falls with marathon, half marathon and 10K courses on mixed trails and paved sections, limited to 150 online entries and open registration from Nov 28, 2025 to Aug 25, 2026.

Take on a scenic one mile loop at Lapham Peak with 24, 12, and 6 hour timed options or set distance goals like a marathon or 50 miles. Lighted night laps, a stocked aid station, and a welcoming club vibe make every lap count.

An inaugural trail race in Verona, Wisconsin on September 5, 2026, offering 5K and 10K courses through prairies, woodlands, oak savannas and pine woods. Net proceeds support Prairie Moraine Friends and participant numbers are limited.

Last Dot Standing runs alternating one hour 4.2 mile legs between Belleville Community Park and Dot's Tavern in Belleville WI. Parallel 24 hour, 48 hour and 8 hour events use the same course and offer mile buckles and cash prizes.

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..

A nonprofit timed running and walking event at Goose Island Campground in Stoddard, WI offering six hour and 24 hour formats. Participants range from single-loop walkers to runners posting 40+ miles in six hours or 100+ in 24 hours.

Trail marathon and half marathon at High Cliff State Park featuring technical singletrack, prairie sections and Lake Winnebago views. The event is cupless with aid stations and proceeds supporting the park.