Trail Running calendar near Winona 2026-2027

A rolling two-loop 5 mile trail race at Spring Lake Park in Hastings with chip timing, a midcourse water stop, and post-race refreshments.

An 11 mile trail race on the Douglas State Trail in Oronoco on August 1, 2026. The course runs on paved rail trail under a tree canopy, celebrates a 50th anniversary, and includes a race gift plus post race refreshments.

A trail event in La Crosse, Wisconsin featuring a timed 4.15 mile loop where each runner has up to one hour to finish. Entry options include individual, 2 to 3 person teams, 4 to 6 person teams, and a single-lap entry.

Mountain trail running at Mt. La Crosse on August 7, 2026, with sprint, a 2 mile 1000' vertical run, a ruck challenge, and a kids race.

Test your endurance at Prairie du Chien's first backyard ultra featuring a 4.167 mile trail loop through La Riviere Park. Run one lap every hour until only one participant remains or enjoy a relaxed one lap fun run.

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 community fundraiser at Goose Island Campground in Stoddard, WI offering timed 6 and 24 hour running and walking. Participants set their own goals, from a single loop to more than 100 miles in 24 hours.

Experience the unique terrain of the driftless region at Yellow River State Forest. Choose from 5K 10K or half marathon distances and enjoy post race food games and sponsor giveaways.

Trail races of 5 and 10 mile length through Frontenac State Park featuring varied single track, prairie, climbs, and cupless aid stations.

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.

A weekend multi-sport event in Yellow River State Forest combining trail running, catch-and-release fly fishing, and craft beer. Organized by Running Rivers, proceeds support habitat improvement and promote responsible outdoor recreation.

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.

Tour de Essex on October 10, 2026 at Essex Park in Rochester MN features a trail 7k, a road 10k, and an Essex Challenge for runners who enter both. All event profits support trail maintenance.

Trail races of 10k, 25k, 50k and an 85k combined course through Black River State Forest, with camping and finish line food.

Hixon 50 is a two-day trail running weekend in Hixon Forest near La Crosse, Wisconsin. It offers races from a kids event and 5K and 10K up to 25K and 50K on singletrack with Mississippi River Valley views.

Timed trail challenge at Whitetail Ridge: choose a four hour or eight hour run on a 5 mile single track loop with a one mile bonus.

A fall trail event at Tower Ridge in Eau Claire on November 8, 2026, featuring 5K, 10K and a new 15K Yeti Challenge. The race includes a post-race lunch, awards, door prizes and refreshments.

Experience an off road multisport event at the Bronk Unit Plowline Trails. Choose between trail running, mountain biking, or a duathlon through the scenic bluffs of Minnesota City.

A prediction-style 5K in Rochester where runners start to finish at a chosen target time; the first ten finishers at the finish receive carved Polar Bear awards.

Trail races at Yellow River State Forest on May 7–8, 2027 include 5K, 10K and half marathon options with timed results and age-group awards.