Trail Running calendar near Cross Plains 2025-2026

The Whitewater Trail Challenge is a scenic trail running event held in Whitewater, Wisconsin, featuring distances of 10K, half marathon, and 50K. Set along a picturesque segment of the Ice Age Trail near Rice Lake, the course showcases rolling hills and well-established trails shaped by glacial hist..

The Strawberry Solstice Run is a 10-hour overnight trail running event held at the Millville Bridle Unit in Prairie du Chien, Wisconsin. Scheduled for June 21, 2025, the race features a 5.25-mile loop course with traditional Driftless Area terrain and elevation, including a challenging climb near th..

The Kishwauketoe 5K Cross Country Run takes place in Williams Bay, Wisconsin, starting at the KNC entrance on Highway 67. The course features scenic grass trails through hills, woods, and prairie, offering a natural and challenging terrain for runners. The event includes a 5K run/walk and a children..

Dances with Dirt Devil's Lake is an exciting trail running event set in the stunning landscape of Devil's Lake, Wisconsin, known for its unique geological features. Scheduled for July 12, 2025, this midsummer adventure offers various race distances, including 10K, half marathon, full marathon, 50K,..

The Mines of Spain Trail Races, held at the EB Lyons Nature Center in Dubuque, Iowa, offer 4-mile, 7-mile, and half marathon trail runs through scenic and challenging terrain. Participants experience diverse trails including dirt single and double tracks, prairie grass paths, rocky technical section..

The New Glarus Woods Trail Run is an annual event held at New Glarus Woods State Park in Wisconsin, part of the Savanna Trail Run Series. The 6th edition features multiple race distances: a 1-mile kids' fun run, 5 km, 8 km, and 16 km trail runs. The event supports the development of mountain bike tr..

Trystan's Backyard Ultra, held at La Riviere Park in Prairie du Chien, Wisconsin, is a unique endurance running event featuring a challenging 4.167-mile loop through scenic trails with 200–350 feet of elevation gain. Runners must complete each loop within one hour, with the race continuing until onl..

Run The Hawk Trail Run takes place at the historic Blackhawk Ski Club in Middleton, Wisconsin. This endurance event features 3, 6, and 12-hour challenges where participants complete as many laps as possible on a scenic 2.25-mile loop with 345 feet of elevation gain per lap. The course includes diver..

The Hobo Trail Runs, hosted by Rockford Road Runners, take place at Rock Cut State Park in Rockford, Illinois. This annual event offers multiple trail running distances including 10k, 25k, and 50k races, with options to participate in single races or the challenging Triple Crown series (85k total) o..

Last Dot Standing is a unique endurance running event held at Belleville Community Park in Belleville, Wisconsin. Participants alternate running 4.2-mile legs between Belleville and Dot's Tavern, a historic local tavern, with one hour to complete each segment. The race continues hourly until only on..

The Tiger 10 Miler is an annual trail race held at Byron Forest Preserve and the Nardi Equine Prairie in Byron, Illinois. This 10-mile course features twists, turns, and hills, offering a challenging and scenic run through natural settings. Participants receive a custom finisher's medal, shirt, and..

The Iowa Trail Run Series: Yellow River State Forest takes place in Harpers Ferry, Iowa, within the unique driftless region known for its varied terrain and scenic valley views. This event offers three race distances: a 5K, 10K, and half marathon, catering to trail runners of all skill levels. Parti..

The Swiss Valley Trail Races, held in Peosta, Iowa, offer runners three distance options: 5.2 miles, 25K, and 50K. Set within the scenic Swiss Valley Nature Preserve, the course features rugged terrain, creek crossings, and steep inclines, with each 5.2-mile loop climbing approximately 875 feet. The..

The Trail Run at Indian Lake is an exciting running event held at Indian Lake County Park, featuring two course options: a long course of approximately 10.5 km and a short course of about 5.8 km. The event promotes sustainability by adopting a cup-free policy, encouraging participants to bring their..

The Lapham Peak Colorama Run/Walk is an annual fall running event held at Lapham Peak State Forest in Delafield, Wisconsin. Celebrating its 36th year in 2025, the event features 5K and 10K courses on wide, well-groomed ski and hiking trails, with the 5K covering the park's middle level and the 10K f..

The S'more Fun Trail Run takes place at Mirror Lake State Park in Baraboo, Wisconsin, offering a variety of distances including a Mini-Marshmallow Mile for kids 11 and under, 5K trail walk and run, 10K trail run, and a half marathon trail run. Participants experience scenic trails featuring Mirror L..

Zachariah's Acres Fall Run, Walk & Roll is a scenic event held in Oconomowoc, Wisconsin, featuring a 5K, half marathon, and a family-friendly 1-mile walk/roll. Set on 125 acres of natural beauty, the course includes tree-lined paths, wildflowers, prairie grass, ponds, and vibrant fall colors. The fa..

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..

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..