Trail Running calendar near Baraboo 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..

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 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 Goose Bumps 6 & 24 Hour Run, hosted by the River City Running Club in Stoddard, Wisconsin, is a unique endurance event offering participants the choice to run or walk for either 6 or 24 hours. The course allows runners to set personal goals, from completing a single loop to covering ultra distan..

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 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 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 Black River Trail Classic, held in Millston, Wisconsin, at Black River State Forest, is a scenic trail running event featuring distances of 85K, 50K, 25K, and 10K. Celebrating its 9th year in 2025, the race offers well-marked courses that showcase beautiful fall colors and ridge views. Participa..

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 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, held at Lapham Peak in Delafield, Wisconsin, is an endurance event featuring a 50K ultra and a 5K race. The 50K consists of five loops on the scenic and challenging Blue Loop trail, known for its rolling terrain and beautiful woodland views. The 5K is an out-and-back course on th..

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 trail running event held at Governor Dodge State Park in Dodgeville, Wisconsin. Scheduled for early December, it offers three distance options: 50K, 25K, and 15K. The courses feature a mix of horse trails, dirt single and double tracks, and prairie path..