Wisconsin
Wisconsin Trail Running Calendar 2026-2027
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!
August 2026
A 9 mile trail run at Kohler Andrae State Park in Sheboygan with beach and cordwalk sections, one aid station, finishers awards, and an option to donate to the park.
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.
Trail running and mountain bike races at the Underdown Trail near Merrill, WI feature multiple distances on well marked singletrack with boardwalks, aid stations, awards, and a postrace gathering with music.
A community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West Cross Country Team.
A fundraising event for Special Olympics on August 15, 2026 at Lake Antoine County Park. Multiple run, walk, and bike distances use Fumee Lake trails and paved lakeside routes; awards, door prizes, and age-group categories are offered.
Trail races at New Glarus Woods State Park on August 15, 2026 include 16K, 8K, 5K and a free 1K kids run. Proceeds benefit Friends of New Glarus Woods State Park and awards include age-group prizes plus a 16K consistency award.
Community 10K, 5K and Kids 1K run/walk in Brillion, Wisconsin with trail and downtown routes, finish line ice cream, medals and commemorative bucket hats.
A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.
A community race and walk at Kettle Moraine Lutheran High School in Jackson WI featuring a two loop 5 km, a 2 mile walk, and a 400 m kids run. Proceeds support the KML Cross Country team.
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 community event at Riverwood Nature Center offering a 5K trail run and a 1 Mile nature walk with a kids scavenger hunt and a K9 unit demonstration. The 5K has a $30 entry fee and a t shirt guarantee for pre registration.
Trail race in the Chequamegon Nicolet National Forest offering 100 mile 100k and 50k options, campground camping at Spearhead, with much of the route on the Ice Age Trail.
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.
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.