Trail Running calendar near Freeport 2026-2027

A winter timed ultra in Dousman, Wisconsin offering 6, 12, and 24 hour options for solo runners or relay teams of up to four, set in winter woods and on a frozen lake with warming shelters, hot drinks, a meal, and finisher items included.

A looped trail event at Lowell Park with multiple timed distances on a 2.25 mile alternating-direction loop, manual lap counting, finishers' items and awards, an aid station with varied food, and a nonrefundable registration policy.

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.

Flat out and back half marathon and 10 km on the limestone Great Western Trail, hosted by Fox River Trail Runners. Registration fees and donations support 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.