Trail Running calendar near Dodgeville 2025-2026

The Donald Dash Trail Run is a popular trail running event held at Donald County Park in Mount Horeb, Wisconsin. It offers two race distances: a 5K for beginners and a more challenging 15K for experienced runners. The course features diverse terrain including prairie, single track, sand, slick bridg..

The Friends of Yellow River State Forest Trail Run/Walk is an annual event held in Harpers Ferry, Iowa, featuring multiple race distances including a family-friendly, fast, and flat 5K on Friday evening, followed by a 5K, 10K, and half marathon on Saturday. The races take place on existing trails wi..

Rumble on the Ridge is a Last Person Standing endurance event held on a private dairy farm in Arena, Wisconsin, in the Driftless Area. Runners tackle The Drifty Mile, a loop of about 1–1.25 miles with at least 250 feet of elevation gain, each loop completed in 20 minutes. The route changes year to y..

Galena Sky Trail Race is held at Chestnut Mountain Resort in Galena, Illinois. It features two timed loop formats: an 8-hour loop and a 4-hour loop on the resort’s trails that climb the same hills skied in winter, offering views of the Mississippi River and the Iowa–Wisconsin shores. The long loop i..

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..

2026 Whitewater Trail Challenge, part of Spartan Trail, takes place on the Rice Lake Nature Trail in Whitewater, Wisconsin. The event offers three distances: 50K, 21K (half marathon), and 10K. The course is an out-and-back segment of the Ice Age Trail, a 1,200-mile National Scenic Trail that showcas..