Trail Running calendar near Winona 2026-2027

Experience the Zumbro Endurance Run through the hardwood forests and limestone bluffs of Minnesota. Choose from distances ranging from 17 to 100 miles on a varied course featuring sand coulees and rugged trails.

Experience the trail systems of Whitewater State Park with distances ranging from 5K to 50K. This event features looped courses with no cut off times for any participants.

Event Overview The Friends of Yellow River State Forest Trail Run is the seventh annual running event held in the state forest. It takes place over two days, with events on May 8 and 9, 2026. The event is organized by the Friends of Yellow..

Test your fitness at the Hixon Trail Series in La Crosse. This monthly four part timed trail running series takes place from May through August at Old Quarry Road.

Trail races on single track trails at Van Peenen Memorial Park in Decorah, IA, with distances from a kids mile to a 50K. Aid stations are provided and proceeds support local schools and trail organizations.

Storm the Woods offers four trail race distances at Chester Woods, from a 5K to a 50K ultramarathon. The event is organized by a non-profit focused on youth mental health awareness. Runners can choose between loops for the longer distances.

An overnight 10 hour timed trail run at the Millville Bridle Unit in Prairie du Chien, Wisconsin on June 20, 2026. Runners complete repeated 5.25 mile loops on Driftless Area trails, with a single aid station and a 75 person limit.

Experience the scenic beauty of Afton State Park in Minnesota with the Afton Trail Run. Participants can choose between 25 km and 50 km distances featuring river views, prairie loops, and challenging single-track climbs.

Experience trail running through an active working farm in Winona Minnesota. Choose from five distances ranging from 5k to 43k with no cutoffs for the longest event.

A rolling five mile trail race at Spring Lake Park in Hastings, Minnesota, run as two figure eight loops over prairie and wooded single and double track with about 310 ft elevation gain. Field limit 425 and registration opens Jan 1, 2026.

An 11-mile asphalt trail race on the Douglas State Trail in Oronoco, Minnesota, marking the event's 50th anniversary and offering a race gift plus post-race refreshments and watermelon.

Experience the unique Run Until Done format on a 4.15 mile trail loop in La Crosse. Participate as an individual or in teams of up to six people to test your endurance against the clock.

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.

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.

Experience the natural beauty of Frontenac State Park on a 5 or 10 mile trail race. Explore rolling prairies and single track trails while enjoying views of the Mississippi River at this eco friendly cupless event.

Run scenic glaciated woodlands and rolling ridges at the Black River Trail Classic in Millston WI with options from 10k to the 85k ultra. Expect well marked trails, hot finish line food, a winter hat and wooden finisher medals.

Experience a scenic trail running weekend in Hixon Forest featuring distances from a 5k to a 50k ultra. Run through rugged singletrack and rolling bluffs with views of the Mississippi River Valley.

The Red Yeti Rampage is a fall trail run at Tower Ridge in Eau Claire. Choose from 5K, 10K, or the new 15K Yeti Challenge, all starting at the Chalet. A post-race lunch, awards, and refreshments are included.

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.