Trail Running calendar near Cross Plains 2026-2027

Choose from a 50K, 25K or 5.2 mile loop through Swiss Valley Nature Preserve, featuring creek crossings, steep climbs and rugged single track. Proceeds support Friends of Dubuque County Conservation and free camping and showers are availabl..

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..

Enjoy a scenic fall run, walk and roll through 125 acres of wooded trails, meadows and ponds. Choose a half marathon, 5K, 5K ruck or family one mile loop and support Zachariah's Acres for children with special needs.

Trail loops at Bethel Horizons near Dodgeville WI with three distances, varied singletrack and ridge terrain, stocked aid stations, and awards plus a tech shirt and medal.

Join the Race For Open Space on Oct 11, 2026 in West Bend for a chip timed run and walk through forests, prairie and glacial moraine to benefit Cedar Lakes Conservation Foundation. Distances for all ages and awards for top finishers.

Test your limits on the Mines of Spain 100 in Dubuque IA with 100 mile and 100 kilometer options on October 16, 2026. A roughly 20 mile loop reveals Mississippi River overlooks, prairies, hardwood forest and steep technical climbs.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

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.