Trail Running calendar near Whitewater 2025-2026

ARKTOS is a challenging ultra running event held in Dousman, Wisconsin, featuring 6, 12, and 20-hour race options for solo runners or relay teams of up to four. Set in a quiet, cold forest environment with frozen ground, the race tests participants' endurance and mental toughness in potentially unco..

The Skunk Ape 806/314 Trail Race, held at Lowell Park in Dixon, Illinois, offers challenging trail running events on March 21, 2026. Participants can choose between a 33.75-mile race to be completed in 8 hours and 6 minutes, a 13.5-mile race with a 3 hour and 14 minute limit, or a relay option. The..

The NK50k is an annual 50-kilometer point-to-point trail run held in Greenbush, Wisconsin, along the Northern Kettle Moraine Ice Age Trail. The course features a mix of smooth ski trails, rocky and rooty sections, and reaches the highest point in the Northern Kettle Moraine State Forest, offering a..

The Earth Day 50k is a trail running event held in Crystal Lake, Illinois, at Veterans Acres Park. It offers three race distances: 50 kilometers, 15 miles, and 5 miles, all starting together on a 5-mile loop course featuring single track trails and rolling hills. The race emphasizes environmental re..

Childish Nonsense is a trail running event held in Palatine, Illinois, at Deer Grove Forest Preserve West. It offers multiple distances: 10K, 25K, 50K, and 50 miles, with courses consisting of laps on a mostly wide, non-technical trail. Runners encounter a single aid station at the start/finish area..

The Sunset Safari 10k Trail Run is part of the annual Moonlight Meltdown event held in Belgium, Wisconsin. This hybrid trail run features a 6.2-mile course combining a 5-mile road segment with a 1.2-mile trail section through Harrington Beach State Park, following the Snow Runners LTD snowmobile tra..

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 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.

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..