Trail Running calendar near Cross Plains 2026-2027

Trail races at Swiss Valley Nature Preserve near Peosta, Iowa, on a rugged 5.2-mile loop with 5.2-mile, 25K, and 50K options, free camping and shuttle service, and proceeds supporting local conservation.

Run or walk the Fall into Fall Trail 5k in Janesville on October 3, a scenic timed trail through wooded dirt paths with beautiful fall views. Stay for live music, food trucks, beer and wine tasting and raffles; register by Sept 15 to guaran..

A multi-distance trail event at Mirror Lake State Park on October 3, 2026, with a kids mile, 5K, 10K and half marathon; chip-timed races, cupless aid, park trail terrain and post-race s'mores while raising funds for park projects.

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 on scenic trails at Fox Hill Nature Preserve to support land conservation. Choose from a 5K, 10K, or a 1-mile trail walk through forests and prairie. The event is chip-timed and benefits the Cedar Lakes Conservation Foundation.

A multi-loop trail ultramarathon in Dubuque set on a roughly 20-mile loop through the Mines of Spain Recreation Area, offering 100-mile and 100K options with substantial elevation and varied terrain.

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.