Trail Running calendar near Cross Plains 2026-2027

Trail races through the Swiss Valley Nature Preserve feature 5.2-mile, 25K, and 50K distances on a rugged loop with creek crossings. The event includes free camping, showers, and shuttles, with proceeds supporting local conservation.

Experience natural dirt trails and scenic views at this Janesville event featuring a competitive 5k run and casual walk. Stay for the heritage celebration with food trucks and live music after you finish.

Run through scenic Mirror Lake State Park on trails featuring lake views, sandstone cliffs, and hills. Choose from distances including a kids' mile, a 5K walk or run, a 10K, or a half marathon. Post-race treats include s'mores by a campfire..

The Autumn Leaf Run will take place in Freeport on Saturday 3 October 2026. You can run 5 kilometers.

A fall event at Zachariah's Acres in Oconomowoc that raises funds for children with special needs. Routes include a half marathon, two 5K options including ruck, and a one mile family walk and roll through prairie and woodland scenery.

Event Overview The Broken Rock Trail Runs take place at Bethel Horizons in Dodgeville, Wisconsin, within the Driftless Area. The event name comes from the Broken Rock Trail, which features a steep rock-stair climb near the finish. Distances..

Run or walk through the beautiful Fox Hill Nature Preserve this fall. Choose from trail runs, a walk, or a kids' race, all supporting local land conservation. Experience deciduous forests, restored prairies, and scenic glacial moraines.

Event Overview The Mines of Spain 100 is a trail race taking place in Dubuque, Iowa. The event offers two distances: a 100-mile race and a 100-kilometer race. Both races start at Louis Murphy Park. Course Details The course consists of a lo..

Join the Jaimie Cox Memorial Run on October 17, 2026 in Roscoe, Illinois for a community 5K or 2 mile walk along the scenic Stone Bridge Trail. Family friendly with kids and virtual options, supporting the Jaimie Cox scholarship.

The Abominable Trail Race offers trail distances from 5K to 30K at LG Ziplines and Adventures. Run solo or form a relay team for the 30K. The event includes a festival base camp with music, food, and vendors.

Experience a unique winter run or skate entirely on the frozen surface of Lake Mendota. The 5K course starts and ends at The Edgewater, offering views of Madison's skyline and university campus. Choose from timed running, untimed walking, o..

Misty's Legacy is a virtual 100-mile challenge supporting the preservation of the historic Beebe Ranch. Participants walk, run, ride, or cycle at their own pace, tracking progress for a commemorative medal. The event is open to all and oper..