Trail Running calendar near Belleville 2025-2026

The Prickly Pine Jackpot 24 Hour will take place in Dousman from Saturday 2 May 2026 to Sunday 3 May 2026. You can run between 6 and 24 kilometers.

The Galena Sky Trail Race is an annual trail running event held at Chestnut Mountain Resort in Galena, Illinois, typically on the third weekend of May. The race features challenging, runnable trails winding through ski hills with majestic views of the Mississippi River and neighboring states Iowa an..

Rumble on the Ridge is a challenging Last Person Standing ultrarunning event held on a historic dairy farm near Arena, Wisconsin, in the scenic Driftless Area. Participants run a 1 to 1.25-mile loop called "The Drifty Mile," featuring 250-300 feet of elevation gain over mixed terrain including grave..

The Sugar Badger 50/50 and Half Marathon is a scenic trail running event held in Belleville, Wisconsin, featuring distances of 50 miles, 50 kilometers, and a half marathon. The course follows the flat, soft rail trails of the Badger State Trail and Sugar River State Trail, showcasing trestle bridges..

Kettle Moraine is a renowned ultra marathon held in LaGrange, Wisconsin, featuring multiple race distances including a 100-mile, 100K, 50K, 38-mile, and a 100-mile relay. Established in 1996, it is one of the oldest 100-mile races in the U.S. The course is 100% trail, with about 65 miles on the scen..