Trail Running calendar near Belleville 2025-2026

The Wiglorious Day will take place in Delafield on Sunday 12 October 2025. You can run between 5 and 5 miles.

The Race for Open Space in West Bend, Wisconsin, is a trail running and walking event held at the Cedar Lakes Conservation Foundation’s Fox Hill Nature Preserve. Scheduled for October 12, 2025, it offers a 5K trail run, 10K trail run (two loops), a 1-mile trail walk, and a 5K for participants 18 and..

The Mines of Spain 100 is a challenging Midwest trail ultramarathon held in Dubuque, Iowa, set in the scenic bluffs, prairies, and forests of the Driftless Region along the Mississippi River valley. The event offers two distances: 100 miles (five loops) and 100 kilometers (three loops) on a roughly..

Soul Crusher is a challenging trail running event held in Crystal Lake, Illinois, offering 5-mile and 10-mile distances. The course, designed by Jeff Lenard, is known as the toughest 5-mile loop in the Midwest, with runners able to complete it once or twice depending on their endurance. The race sta..

The Over The Vines Wine Run/Walk is held at Over the Vines Vineyard & Wine Barn in Edgerton, Wisconsin. This event offers a 5K timed run, a 5K untimed walk, and a 2K untimed walk, all on a scenic trail featuring grass, gravel, and compacted dirt terrain. Participants must be 21 or older and enjoy fo..

The Black Hawk Ridge Trail Run will take place in Mazomanie on Sunday 19 October 2025.

Among the Trees is an ultramarathon event held in Dousman, Wisconsin, featuring 100k and 50k race distances. Set within the scenic Southern Kettle Moraine Forest along the historic Ice Age Trail, the course offers runners a challenging and picturesque experience amid vibrant fall colors. Both races..

The Miner 49er is an endurance running event held in the scenic Mines of Spain near Dubuque, Iowa. It features two race distances: a 25K and a 50K, with the 50K being a double loop of the 25K course. Runners experience approximately 2,200 feet of elevation gain on the 25K and 4,400 feet on the 50K...

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..

The Fast Eddie 50K and 5K take place at Lapham Peak in Delafield, Wisconsin, celebrating endurance and community while honoring Ed Condon's legacy. The 50K features five loops on the scenic and challenging Blue Loop trail, known for its rolling terrain and beautiful woodland views. The 5K offers an..

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 Guv'nor Frozen 50K is a challenging winter ultra-marathon held at Governor Dodge State Park in Dodgeville, Wisconsin. Scheduled for early December, the event offers three distance options: 50K, 25K, and 15K. The courses feature a mix of horse trails, dirt single and double tracks, and prairie pa..

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..

The Whitewalker Ultra 100k is a challenging winter ultramarathon held in Palmyra, Wisconsin, starting at the Emma Carlin Trailhead. Participants complete two 50k loops within 24 hours, traversing the Ice Age Trail to Whitewater and returning, then heading to the Scuppernong Trails and back. The race..

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 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 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..

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..