Trail Running Calendar Wisconsin 2026-2027

The Squirrel Hill Loopy Loppet is a festive end-of-season cross-country ski race in Minocqua. Choose a 6 km or 12 km course in either skate or classic technique, with costumes encouraged. Awards, a post-race meal, and a youth race follow th..

Tour de Dodge stages 50K, 27K and 10K trail races at Governor Dodge State Park on March 7, 2026, with multiple aid stations and finisher medals. Proceeds support local conservation groups and organizers note the event runs in all weather.

The Zip Thaw is a canicross trail run on March 15, 2026, at Lake Geneva Ziplines. Choose a 4-mile or 8-mile loop on shared, wooded single-track. It's a dog-powered, cupless event with post-run refreshments.

Celebrate the season with a 5K run through the scenic trails of Brown County Reforestation Camp. Finishers get a bottle of local maple syrup, and a pancake breakfast is included. The event also features a family-friendly fun run and support..

Trailbreaker in Waukesha on March 29, 2026 offers marathon, half, 10K, 5K, walk, ruck events, a Kiddos 1K, and The RAD, with proceeds supporting the Park Foundation and courses on local trails including the Glacial Drumlin.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

A point to point trail run on the Northern Kettle Moraine Ice Age Trail near Greenbush, WI. Offers 25K and 50K distances with transportation to starts, aid stations, and a finish area with food and shelter.

A spring trail event at the Iola Winter Sports Club offering **5k** and **15k** courses on ski trails and singletrack, plus a free kids 1k when weather permits. Food and drinks will be available in the Chalet and entry fees change after Mar..

10k and 20k trail races on the North Country Trail through the Douglas County Wildlife Area, featuring brush prairie, timber sections, rolling hills, and water only aid stations.

Three chip timed races in Belgium, WI on April 25, 2026: a flat moonlit 5k road course, a 10k hybrid with a trail section through Harrington Beach State Park, and a Lakeview half marathon with lake and rural scenery.

The Chippewa Trail Races are held on the scenic Ice Age Trail in New Auburn, Wisconsin. The event features four trail distances, from a 10K to a 50K, showcasing lakes, forests, and rolling terrain. All finishers receive a commemorative prin..

A trail race at Donald County Park in Mount Horeb on May 2, 2026, offering 5 km, 15 km and a Kids One Mile Fun Run; chip timing, aid stations, awards, and proceeds benefit Friends of Donald Park for trail maintenance.

Choose your challenge: a 10-mile or 20-mile trail race through Willow River State Park. The course winds along grass and gravel paths, with aid stations and a cupless policy. It's a scenic run with different start times for each distance.

Popple Shoot Trail Races in Minong WI on May 9, 2026 features 10K, 25K, 62K and 87K courses on ATV trails, the Wild Rivers Trail and county roads, with multiple aid stations and age group awards.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

The Conservation Chase is a trail running event at Lapham Peak State Park supporting local conservation. Choose from distances including a half marathon, 10K, 5K, and ruck or walk options. It's a cupless race with proceeds benefiting the Ta..

Out and back trail races of 50 miles, 50K and half marathon on the Badger and Sugar River State Trails near Belleville, WI. Flat, soft rail trail with trestle bridges, scenic vistas and a 1/4 mile tunnel; generous cutoffs and aid stations.

Trail run and walk in Cable on rolling single track through Bayfield County Forest, with 5K, 10K and half marathon options plus age group awards and local homemade bread and jam for all participants.

A half-marathon on May 31, 2026, starting in Plover, WI and finishing in Amherst at Central Waters Brewing Co., with over nine miles on the Tomorrow River Trail. T-shirt size guaranteed for registrations completed 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.