Wisconsin
Wisconsin Trail Running Calendar 2026-2027
Explore the best trail runs in Wisconsin for 2026-2027! Our updated list features 86 exciting trail runs across the region. Find your next trail run in Wisconsin below and join the trail community at these great events!
June 2027
Trail races of 2K, 5K and 10K at Crossroads at Big Creek in Sturgeon Bay on June 12, 2027. The event features chip timing, water stations, locally sourced prizes, a native tree for participants, and postrace snacks.
Two-day hiking event in Northern Kettle Moraine State Forest offering 20- and 30-mile single-loop routes with aid stations, certificates, and finisher medals.
July 2027
Kishwauketoe 5K Run / Walk in Williams Bay featured a main 5K and a kids quarter mile, drew 280 finishers, and proceeded after volunteers cleared storm debris.
A 10 km trail race at High Cliff State Park near Sherwood WI featuring single-track terrain, rocky sections and over 500 feet of elevation gain.
October 2027
Multi-loop fall trail event at Alpine Valley near Elkhorn WI with a 7 mile loop, optional weighted rucks, and finish awards including the Grey Wolf medal.
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.