Winona
Trail Running Calendar near Winona 2026-2027
Explore the top trail runs near Winona for 2026-2027! We've gathered 6 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Participate in a timed race through the scenic trails of Onalaska with distances of 13.1 miles and 3.1 miles. Enjoy a route featuring the Great River State Trail and finish with medals and donuts at Swarthout Park.
A 5K trail run and walk on September 26, 2026 at Schwertel Family Farms and The Berry Market in Trempealeau WI. The course runs through a corn maze, into a valley and beside a berry patch while a portion of proceeds supports G-E-T Athletes.
October 2026
A fixed-time trail event in Winona, MN on October 10, 2026 where participants complete 2.50 mile loops between sunrise and sunset. Options include solo runners, up to five-person relays, a family division, meals, camping, and aid stations.
December 2026
A trail and mountain bike event on 12/05/2026 at Bronk Unit Plowline Trails featuring duathlon, relay, 15K and 5K courses across single and double track.
May 2027
A community fundraiser at Winona Senior High featuring a timed 4K on school grounds and a free 1K kids run for 4th grade and under, supporting the local schools foundation.