Trail Running calendar near Sherwood 2025-2026

The "Thanks Sandy" event is a 9-mile trail run held at Kohler-Andrae State Park in Sheboygan, Wisconsin. The course features a mostly flat terrain with a total elevation gain of 509 feet and descent of 485 feet, combining concrete paths, wide trails through campgrounds, shoreline running on Lake Mic..

The "Hit the Trails" 5K Run and 3K Walk is a community event held at the N.E.W. Reforestation Camp in Green Bay, Wisconsin. Organized by the Howard-Suamico Optimist Club, the event features a 5K timed run, a 3K walk, and a Cup Cake Sprint for children aged 7 and under. The course is set near The Lod..

The Fallinline 125 is a challenging ultramarathon held in Greenbush, Wisconsin, covering approximately 132 miles through the scenic Kettle Moraine State Forest along the Ice Age National Scenic Trail. The course traverses the Northern, Middle, and Southern Kettle units, featuring a mix of rugged sin..

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 cliffs, runners experience a mix of technical single tracks and rolling..

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 races on wide, well-groomed ski and hiking trails. The 5K course tours the park's middle level, while the 10K f..

The Unmask Domestic Violence Community Run, held in Sturgeon Bay, Wisconsin, is a trail running event supporting survivors of domestic violence. Scheduled for October 4, 2025, it offers three distances: a 2K run/walk ideal for beginners and families, a 5K for beginner to intermediate runners, and a..

The Golden Pines Trail Run at Machickanee, held in Abrams, Wisconsin, offers an evening trail running and hiking experience through the scenic Machickanee Hiking and Ski Trails. Participants can choose from 7K or 11K distances, with options for canicross events where runners hike or run with their l..

Zachariah's Acres Fall Run, Walk & Roll is held in Oconomowoc, Wisconsin, on a scenic 125-acre private property featuring tree-lined paths, wildflowers, prairie grass, ponds, and vibrant fall colors. The event offers a 5K, a half marathon, and a family-friendly 1-mile walk/roll loop with gentle hill..

The First Annual Paws for a Cause Canicross & Trail Run/Walk for Charity will take place in Denmark on Saturday 11 October 2025. You can run between 5 and 8 miles.

The Wiglorious Day will take place in Delafield on Sunday 12 October 2025. You can run between 5 and 5 miles.

The Race for Open Space in West Bend, Wisconsin, is a trail running and walking event held at the Cedar Lakes Conservation Foundation’s Fox Hill Nature Preserve. Scheduled for October 12, 2025, it offers a 5K trail run, 10K trail run (two loops), a 1-mile trail walk, and a 5K for participants 18 and..

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

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 NK50k is an annual 50-kilometer point-to-point trail run held in Greenbush, Wisconsin, along the Northern Kettle Moraine Ice Age Trail. The course features a mix of smooth ski trails, rocky and rooty sections, and reaches the highest point in the Northern Kettle Moraine State Forest, offering a..

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 Crossroads Trail Run & Walk, held annually at Crossroads at Big Creek Nature Preserve in Sturgeon Bay, Wisconsin, offers a scenic trail running experience with three distance options: 2K, 5K, and 10K. This event welcomes runners and walkers of all ages and abilities, promoting wellness, multi-ge..