Trail Running Calendar Wisconsin 2025-2026

We have found 49 Trailruns in Wisconsin. Check below where and when you can find the races.

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..

The DIRWIN DASH, A Bearded Bash is a 5K run/walk event held annually in Waukesha, Wisconsin, at Fox River Park. This race honors the memory of Dave Irwin, a beloved guidance counselor and cross country enthusiast from Heritage Christian School. The course features a scenic trail through the woods, o..

The Birkie Trail Run Festival, held in Cable, Wisconsin, offers a scenic running experience through the north woods amid beautiful pine forests and vibrant fall colors. The event features a variety of race distances including an individual marathon, half marathon, 5K trail run, and a 1K kids run/wal..

Twisted Roots is a trail running event held at High Cliff State Park in Sherwood, Wisconsin, featuring both half marathon and full marathon distances. Set against the scenic backdrop of Lake Winnebago and the Niagara Escarpment's majestic cliffs, runners experience a mix of technical single tracks a..

October 2025

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..

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 Gandy Dancer Marathon is an annual running event held in Luck, Wisconsin, featuring a marathon, half marathon, 5k, and a 4-person marathon relay. The marathon course is a flat, fast, USATF-certified limestone trail along the Gandy Dancer State Trail, making it a Boston Marathon qualifier. The ro..

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 Trout Brook is a challenging 10-mile trail race held at Willow River State Park in Hudson, Wisconsin. The course features a mix of single-track trails, hills, and a stair climb, offering a demanding terrain for experienced trail runners. Participants will enjoy scenic views, including a majestic..

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.

The Mosquito Hill Endurance Run is an annual trail running event held at Mosquito Hill Nature Center in New London, Wisconsin. Participants run or walk on a 3.4-mile loop trail featuring wetlands, prairies, forests, and a climb to the top of Mosquito Hill, with about 400 feet of elevation gain per l..

The Door County Fall 50 is a scenic 50-mile solo ultramarathon held annually in Door County, Wisconsin, with the 19th edition scheduled for October 25, 2025. The point-to-point road race runs from Gills Rock to Sturgeon Bay, showcasing beautiful fall colors, rolling hills, and charming villages. Run..

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..

November 2025

The Icebox 480/240 is a timed endurance running event held at Whitetail Ridge in River Falls, Wisconsin, near the Twin Cities. Participants choose between a 4-hour or 8-hour challenge, running multiple loops of a scenic single-track trail approximately 5 miles long. In the final hour, runners can op..

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..

December 2025

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..