Wisconsin
Wisconsin Trail Running Calendar 2026-2027
Explore the best trail runs in Wisconsin for 2026-2027! Our updated list features 83 exciting trail runs across the region. Find your next trail run in Wisconsin below and join the trail community at these great events!
October 2027
Paws for a Cause in Denmark WI on October 16, 2027 offers canicross and solo trail run or walk options of 2.8, 5.6, and 8.4 miles, with proceeds benefiting Crisis Cafe.
Timed trail endurance races on a scenic 3.3 mile loop at Mosquito Hill Nature Center in New London, WI with 3, 6, 12 hour and relay options.
A fall event in Oconomowoc with multiple running and ruck options, featuring 3.1 mile courses, a 0.5 mile hill race, and a free kids climb.