Trail Running calendar near Williams Bay 2025-2026

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 trail ultra in Dousman, Wisconsin, scheduled for February 28 - March 1, 2026. The event offers 6-hour, 12-hour, and 20-hour options, available for solo runners or relay teams of up to four people. Participants run loops on trails in the Southern Kettle Moraine Forest and attempt..

Muddy Shamrock @ The Forge is a trail running event held at The Forge: Lemont Quarries in Lemont, Illinois. The race offers two distances: Trail Half Marathon (about 13.1 miles, run as two laps) and Trail Quarter Marathon (about 6.6 miles, one lap) on wooded single- and double-track trails around th..

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 Trailbreaker is scheduled for March 29, 2026, in Waukesha, WI, with the main venue at the Schuetze Recreation Center / Frame Park Baseball Stadium. The event has been hosted by the Park Foundation of Waukesha, Inc. since 2009 and is produced and managed by Silver Circle Sports Events, LLC under..

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 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..

F^3 Cap Sauers Trail Marathon & 10 Mile takes place at Teason’s Woods in Palos Hills, IL, inside Cap Sauers Holding Nature Preserve—the largest undeveloped tract in Cook County. The event features two trail distances on the Sag Valley Trail system: a marathon (26.2 miles) and a 10-mile race, both on..

Chicago Yeti 7-11 Hour Endurance Run is held at 9800 Wolf Rd, Willow Springs, IL. The race centers on a four-mile loop through Palos Preserves, featuring a mix of single-track forest, double-track trails, rolling hills, and quick runnable sections that suit a range of paces. The atmosphere blends sk..

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..