Trail Running calendar near Whitewater 2026-2027

A point-to-point trail run in Greenbush, WI on April 3, 2027, offering 50K and 25K options along the Northern Kettle Moraine Ice Age Trail with on-course aid, post-run refreshments, and transportation from the finish to the starts.

Trailbreaker returns to Waukesha on April 4, 2027 with races from a 1K kids run to a full marathon, plus ruck options and a walk. Proceeds support the Park Foundation of Waukesha and local parks and recreation.

A trail event at Deer Grove Forest Preserve near Palatine, IL on April 24, 2027, offering 5.5 mile, 25K, 50K and 50 mile distances with a single aid station at the start and a playful, community-focused atmosphere.

Trail races at Donald County Park include 5 km, 15 km and a Kids One Mile Fun Run across prairie, single-track, sand and bridges. Proceeds support Friends of Donald Park for trail maintenance and repair.

A flat out and back half marathon and 10K on the limestone Great Western Trail, organized by Fox River Trail Runners, with part of registration fees donated to three local mental health charities.

Rumble on the Ridge is a backyard ultra style last person standing race near Arena, Wisconsin, run on a 1 to 1.25 mile loop with 20 minute laps. The course reverses direction every four hours and includes 250 to 300 feet of elevation gain p..

The Frontline OCR will take place in Byron on Saturday 22 May 2027. You can run between 5 and 10 kilometers.

An out-and-back event in Belleville WI on the Badger State and Sugar River rail trails, offering 50 mile, 50K and half marathon distances with aid stations, volunteers, a tunnel, and event swag.