Trail Running calendar near Cross Plains 2025-2026

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 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 traverse a mix of horse trails, dirt single and double tracks, and prairie p..

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 cold, wooded environment with frozen ground and brisk winds, the race offers a unique, rugged atmosphere that tests participants'..

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 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..

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 ultramarathon 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 gravel roa..

The Sugar Badger 50/50 and Half 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, scenic..