Trail Running calendar near Glendale 2025-2026

Big Timber XC Challenge is an autumn trail race held at Camp Big Timber in Elgin, Illinois (Big Timber Road at Tyrrell Road). Runners can choose between a 3-mile Run/Walk (one loop) and a 5-mile Run (two loops), with the course featuring gravel roads, open grass, wooded paths, and a creek crossing w..

The Bucks & Does 13.1 Pointer is a trail running event held in Nashotah Park, Wisconsin, featuring distances of 5K, 10K, and a half marathon (13.1 miles). The course is primarily wood-chipped with some grassy sections, shaded by trees for a comfortable run, and is run in a counterclockwise direction..

Fast Eddie 50k/5k takes place at Lapham Peak in Delafield, Wisconsin. The event offers a challenging 50K consisting of five loops on the Blue Loop, featuring rolling terrain and woodland scenery, alongside a 5K out-and-back on the same trails. Now in its inaugural 50K and fourth year for the 5K, the..

The Abominable Trail Race is an exciting autumn trail running event held annually at LG Ziplines and Adventures in Lake Geneva, Wisconsin. It features three race distances: 5K, 15K, and 30K, with the 30K available for individual runners or teams of 2 to 4 in relay format. Participants navigate chall..

The Quiet Silence 50k is an ultramarathon held in Lake Mills, Wisconsin, featuring an out-and-back course on the Glacial Drumlin State Trail. Starting at Rotary Park in Lake Mills, runners head west to the trail's terminus in Cottage Grove, covering a mostly flat, crushed gravel path. Participants h..

The Frozen Gnome is a challenging winter trail running event held in Crystal Lake, Illinois, at Veteran Acres park. Featuring a "Triple Black Diamond" rated course, the race offers a 50K ultra run and a 10K race, both run on a scenic 10K single-track loop through Veteran Acres and Sterne’s Woods. Th..

Whitewalker Ultra 100k is a self-supported ultramarathon held in Palmyra, Wisconsin, starting at Emma Carlin Trailhead. The course comprises two 50k loops, first looping west on the Ice Age Trail to Whitewater and back, followed by a second loop to the Scuppernong Trails and back, totaling 100 kilom..

The Frozen Assets 5K Run/Walk is a unique winter event held in Madison, Wisconsin, where participants run or walk entirely on the frozen surface of Lake Mendota. The 5K course offers scenic views of downtown Madison and the University of Wisconsin-Madison campus. Starting and finishing at The Edgewa..

ARKTOS is a winter ultramarathon held in Dousman, Wisconsin, within the Southern Kettle Moraine Forest, and part of the Golden Kettle Trail Series. It offers 6-, 12-, and 20-hour options for solo runners or relay teams up to four. Runners complete as many loops as possible on a snow-covered forest c..

NK50k is a 50-kilometer point-to-point trail run organized by Greenbush Trail Runners in Greenbush, Wisconsin, along the Northern Kettle Moraine Ice Age Trail. The route runs from the Ridge Road Trailhead to the Greenbush Group Camp finish, with a bus shuttle transporting runners from finish to star..

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 Prickly Pine Jackpot 24 Hour Solo/Relay is an endurance running event held in the scenic Kettle Moraine State Forest near Dousman, Wisconsin. Participants can choose from multiple race options including 6-hour, 12-hour, and 24-hour solo races, as well as 12-hour and 24-hour relays. The course fe..

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..