Trail Running Calendar Wisconsin 2026-2027

Hit the scenic North End trails in Cable, Wisconsin for an uplifting trail run hosted by the North End Ski Club. Choose from 5K, 10K or a half marathon and enjoy well maintained routes through forest and rolling terrain.

Run the scenic Tomorrow River Trail half marathon from Plover to a festive finish at Central Waters Brewing Co in Amherst. Enjoy over nine miles of trail and secure a guaranteed t shirt by registering by May 3.

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.

Join the 17th annual Crossroads Trail Run & Walk at Big Creek Nature Preserve in Sturgeon Bay on June 13, 2026. Pick 2K, 5K, or 10K routes, enjoy chip timed results, get a native tree and help support the preserve.

Kettle Moraine Ultramarathon in La Grange WI on June 13 and 14, 2026 showcases rugged, scenic trails with about 65 miles on the Ice Age Trail. Distances from 38 to 100 mile plus 100K and a 4 person relay; 100 mile offers a Western States qu..

The Wisconsin Trail Series will take place in Oconomowoc on Sunday 14 June 2026. You can run between 5 and 21 kilometers.

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 27 June 2026. You can run between 5 and 21 kilometers.

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.

An evening trail race at Nine Mile County Forest using a 5K lap format to offer 5K, 10K, and 20K options on single-track and ski trails; lights are required since the run begins at sunset. Kids events take place the following day.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 1 August 2026. You can run between 5 and 21 kilometers.

Run a scenic 9 mile course through Kohler Andrae State Park, with beach, boardwalk and woodland trails along Lake Michigan. Expect mostly flat terrain, unique cordwalk sections, and post race snacks in this second annual event.

Run The Hawk at Blackhawk Ski Club in Middleton, WI on August 22 invites runners to chase laps on a rolling 2.25 mile loop in 3, 6, or 12 hour timed events, or enjoy the shorter Fun Run. Mixed trail surfaces, a steep climb, and team relay o..

Experience the Midwest States 100 in Westboro, Wisconsin on August 29 and 30, 2026 with 50K, 100K, and 100 mile options across scenic Ice Age Trail terrain. Small field and grassroots vibe make this a welcoming summer ultra.

Trail races near St. Croix Falls on mostly unpaved terrain, offering marathon, half marathon and 10K courses with technical single track and varied surfaces. Field size is limited to 150 runners and aid stations are provided on course.

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 or walk the Goose Bumps 6 or 24 Hour Run in Stoddard, Wisconsin on September 18 to 19, 2026, a welcoming fundraiser where participants log loop laps at their own pace. Enjoy a hearty aid station, chef prepared breakfast, games and prize..

Run the Twisted Roots marathon or half at High Cliff State Park near Sherwood, Wisconsin. Tackle technical single track, rolling prairie and cliffside views of Lake Winnebago on scenic, community driven courses.