Trail Running Calendar Wisconsin 2026-2027

On February 7, 2026 join the Frozen Assets 5K in Madison and run or skate across the frozen surface of Lake Mendota, starting and finishing at The Edgewater. Enjoy scenic views of downtown and the UW Madison campus during the Frozen Assets..

Join the Hayward Lions Club Pre Birkie on Feb 7 for classic and skate races along the scenic American Birkebeiner Trail, with 42k and 26k options. Includes a sweatshirt, brat, beverage and sweets, with proceeds supporting service projects.

Join the Squirrel Hill Loopy Loppet at Minocqua Winter Park, a lively cross country ski race offering 6 km or 12 km in skate or classic. Costumes are welcome, there is a school team rate, a post race meal and a youth Beat The Bunny 2k.

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.

Run with your dog through scenic wooded single track at Lake Geneva Ziplines, choosing a 4 mile loop or an 8 mile double lap. This friendly canicross event offers water at the start area, prizes for top teams, and a finisher token.

Join the Maple Syrup 5K at Brown County Reforestation Camp for a scenic early spring run through woods and gentle hills, perfect for runners, walkers, and families. Kids can try the Mini Maple fun run and everyone is welcome to a post race..

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 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 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.

Explore forested ski trails at the Iola Spring Trail Race on April 18 in Iola, WI, with a winding 5k and a rugged singletrack 15k that climbs the ski jumping hill. Free kids 1k runs weather permitting.

NCTRaces: Bird Sanctuary in Solon Springs WI offers 10k and 20k courses on the North Country Trail through brush prairie, ponds, and timber. Both routes are mostly single track with rolling hills and water only aid stations.

Join Moonlight Meltdown and Sunset Safari in Belgium, Wisconsin for a flat, well lit 5k or a scenic 10k into Harrington Beach State Park. Chip timing, shirts and refreshments raise funds for Belgium Fire and Rescue and local youth programs.

Trail races on April 25, 2026 at the David R. Obey Ice Age Interpretive Center near New Auburn Wisconsin. Distances include 50K, 50K relay, 20 mile, and 10K on mostly single-track Ice Age Trail terrain.

Run the Donald Dash Trail Run at Donald County Park in Mount Horeb on May 2, 2026 for scenic prairie, sandy and hilly single track trails and distances of 5 km, 15 km and a Kids One Mile Fun Run. All net proceeds fund Friends of Donald Park..

Run scenic trails through forests, grasslands and panoramic viewpoints at Willow River State Park near Hudson, WI. Choose a single 10 mile loop or tackle two loops for 20 miles, with aid stations and views including Willow Falls.

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.

A trail event in Delafield, Wisconsin offering half marathon, 10K, 5K, ruck options and a Kiddos 1K; proceeds benefit Tall Pines Conservancy and courses use marked park trails.

Sugar Badger offers 50 mile, 50K and half marathon options on flat rail trails near Belleville, WI. The out and back course includes trestle bridges, scenic vistas and a quarter mile tunnel, with aid stations, photos and post race food.

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.