Trail Running calendar near Arena 2026-2027

We have found 33 Trailruns within 80 miles of Arena. See below where and when you can find the races.

Run The Hawk is a looped trail event at Blackhawk Ski Club near Middleton, WI offering 3, 6 and 12 hour lap challenges on a 2.25 mile loop and a shorter 1.7 mile fun run. The course features steep climbs, single track and a spring pool.

September 2026

A timed run and walk fundraiser in Stoddard, WI offering 6 hour and 24 hour options with a loop course, lap counting, a stocked aid station, post race meal and family games.

Trail races at Yellow River State Forest on September 20, 2026 offer 5K, 10K and half marathon options on varied trails with valley views. The event includes course support, a custom bib, rotating race items and post race food.

Echo 136 is a 136 mile trail event on the Ice Age State Trail in the Southern Kettle Moraine, featuring varied trail surfaces, nine staffed aid stations and a 55 hour time limit.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

October 2026

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.

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.

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.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.