Trail Running calendar near New Prospect 2026-2027

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..

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.

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..

A multi-distance trail event near LaGrange, Wisconsin on June 13–14, 2026, featuring 100% trail courses and a lottery entry system. Distances range from 50K to 100 miles and the 100 mile finish in 30 hours qualifies for Western States.

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 running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

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 cross-country event in Williams Bay featuring a 5K run/walk and a children's quarter mile walk/run. The course follows grass trails through hills, woods and prairie, with parking and restrooms provided.

A midsummer trail and road event at Devil's Lake near Madison on July 11, 2026, offering distances from 10K to 50 miles with marked courses, aid stations, finisher medals, post-race food and a brew, and overall and age group awards.

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.

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.

Run along Lake Michigan's shoreline in this evening 9-mile trail event at Kohler-Andrae State Park. The course features sand, boardwalks, and forest trails under the sunset. Stay afterwards for snacks and celebration by the beach.

This annual community event in Sun Prairie features a 5k race and a kids' fun run, with a course on neighborhood bike paths. Proceeds go directly to support the local high school cross country team.

Run The Hawk is a looped trail event at Blackhawk Ski Club near Middleton, WI offering 3, 6 and 12 hour lap challenges on a 2.25 mile loop and a shorter 1.7 mile fun run. The course features steep climbs, single track and a spring pool.