Trail Running Calendar Wisconsin 2026-2027

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.

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..

Hit scenic Ice Age Trail terrain in Whitewater Wisconsin with 10K, Half Marathon and 50K options across rolling, sometimes technical trails. Pick a distance for a relaxed summer challenge or a rugged ultra with great views.

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.

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.

Experience rugged trails and scenic St. Croix Falls at the Mindy Creek Trail Races on August 29, 2026, offering marathon, half marathon and 10K options. Expect technical single track, rolling hills and full color finisher prints in a small,..

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.

Echo 136 is a 136 mile trail ultra through the scenic Southern Unit of Kettle Moraine State Forest near Whitewater, Wisconsin, following the Ice Age State Trail. Runners have 55 hours to tackle varied terrain with stocked aid stations along..

Run or walk the Fall into Fall Trail 5k in Janesville on October 3, a scenic timed trail through wooded dirt paths with beautiful fall views. Stay for live music, food trucks, beer and wine tasting and raffles; register by Sept 15 to guaran..

Enjoy a scenic fall run, walk and roll through 125 acres of wooded trails, meadows and ponds. Choose a half marathon, 5K, 5K ruck or family one mile loop and support Zachariah's Acres for children with special needs.

Tackle a scenic 10 mile trail at Willow River State Park in Hudson WI on Oct 10, 2026, with single track, rolling hills, stair climbs, and waterfall views. A midpoint aid station keeps you fueled for this crisp autumn adventure.

Join Broken Rock Trail Runs in Dodgeville, WI on October 10, 2026 for a day of scenic, challenging trail racing with distances from a 1 mile to a 50K. Enjoy rugged Driftless terrain and friendly race vibes for all levels.