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Wisconsin Trail Running Calendar 2026-2027

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Explore the best trail runs in Wisconsin for 2026-2027! Our updated list features 83 exciting trail runs across the region. Find your next trail run in Wisconsin below and join the trail community at these great events!

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.
A family-friendly 5K and 1-mile walk at Star Prairie ballpark on August 22, 2026, with a St. Croix County Sheriff’s K-9 meet and demonstration and proceeds supporting the K-9 unit.
Trail race in Chequamegon-Nicolet National Forest offering 100-mile, 100k and 50k courses with campground arrangements for participants.
Trail races in St. Croix Falls with marathon, half-marathon and 10K on mixed single track and paved surfaces, limited online entries and a no-refund policy.
September 2026
Timed ultrarunning at Lapham Peak State Park with 24, 12 and 6 hour options plus a distance division for marathon and longer targets. One mile loop, chip timing, an aid station, and a cupless refill policy.
A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.
A community trail run in Exeland, Wisconsin supporting the Siri Strong Foundation’s scholarships and youth programs. Distances include a 5K and a 1 mile kids fun run, with age-group awards and top overall medals.
First annual 5K loop run and walk in Marathon, WI supporting Veteran Suicide Prevention Awareness with scenic trail sections and a sports complex finish.
A USATF certified chip timed family 5K run and walk through Pla-Mor Park and the Devil's River State Recreational Trail in Francis Creek, WI. The event includes a virtual option and proceeds support local first responders and community programs.
Participate in a timed race through the scenic trails of Onalaska with distances of 13.1 miles and 3.1 miles. Enjoy a route featuring the Great River State Trail and finish with medals and donuts at Swarthout Park.
Alternating hourly 4.2 mile legs between Belleville Community Park and Dot's Tavern continue until one runner remains, with 8, 24 and 48 hour options also available.
Trail relay at Nine Mile Forest in Wausau on September 18-19, 2026 featuring 117 miles of single-track trails, a camping village and several team entry formats.
A community fundraiser at Goose Island Campground in Stoddard, WI offering timed 6 and 24 hour running and walking. Participants set their own goals, from a single loop to more than 100 miles in 24 hours.
Trail marathon and half marathon at High Cliff State Park on September 20, 2026, featuring singletrack, lake views, cupless aid stations, and event-specific rules.
A 136 mile trail ultramarathon in Whitewater Wisconsin along the Ice Age State Trail with nine stocked aid stations and about 11,148 feet of elevation gain.
A women only Last Woman Standing trail event on a roughly one to 1.25 mile loop with 250 to 300 ft of climb per lap near Arena Wisconsin. Laps repeat every 20 minutes until one runner remains.
Birkie Trail Run in Cable WI on September 26 2026 features marathon, relays, half marathon, 10K, 5K, an 8.5 mile trek and kids races on mixed trail surfaces.
Rump Roast Run in Minocqua features a 1 mile kids run, a 5K and a 10K along Lake Minocqua and the Bearskin State Trail. The races take place with the Beef-A-Rama festival, including live music, food vendors and a beer garden.
A 5K trail run and walk on September 26, 2026 at Schwertel Family Farms and The Berry Market in Trempealeau WI. The course runs through a corn maze, into a valley and beside a berry patch while a portion of proceeds supports G-E-T Athletes.
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