Trail Running Calendar Wisconsin 2026-2027

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

A trail run at Blue Mound State Park on June 6, 2026 offering 10K and 18K courses over varied single-track and ski trails; proceeds benefit the Friends of Blue Mound State Park.

Experience Door County's first trail run at the Crossroads at Big Creek Nature Preserve with 2K 5K or 10K courses that reward participants with a native tree.

Experience one of the oldest 100 mile races in the US on the scenic Ice Age Trail. This all-trail event offers distances from 38 miles to a 100 mile Western States qualifier in the heart of Wisconsin.

Experience the Wisconsin Northwoods with trail races ranging from 5 km to 50 km. Run through old growth forests and enjoy panoramic views of Lake Superior at this community fundraising event.

Experience the glacial landscapes of Wisconsin at the Whitewater Trail Challenge. Run along the historic Ice Age Trail with 10K, Half Marathon, and 50K distances starting from the scenic Rice Lake Nature Trail.

Run a half marathon, a 5K run or walk, or a 1K kids Cubbie Run in Minocqua on June 27, 2026. Most of the course follows the Bearskin Trail and proceeds benefit the Lakeland Pantry.

This cross country run on July 4th in Williams Bay offers a 5K on grass trails through the Kishwauketoe Nature Conservancy. A kids' quarter-mile event is also available. Registration is online only, with awards for top age-group finishers.

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..

Head to the Wisconsin Northwoods for NCTRaces: Palmers, a low-key trail event on the North Country Trail. Choose from a 5K, half marathon, marathon, or a unique 50/50 Mystery Ultra where the distance is a surprise. The out-and-back courses..

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.

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.

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 through the scenic Kohler-Andrae State Park in Wisconsin. With a flat course along Lake Michigan and a boardwalk section, it offers a unique evening race. All finishers receive a commemorative token.

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..

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.

Run the Hawk offers timed trail challenges on a scenic 2.25-mile loop at Wisconsin's Blackhawk Ski Club. Choose from 3, 6, or 12-hour solo or relay events, or a shorter 1.7-mile fun run. The event features unique course landmarks, team tent..

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.