Trail Running calendar near Winona 2026-2027

Trail races at Yellow River State Forest on May 8 and 9, 2026 offer 5K, 10K and half marathon distances on existing trails, with timed results, age group awards, and a Dirty Double combined entry option.

Four monthly timed trail races at Hixon Trails in La Crosse, Wisconsin, held between May and August 2026. Each race covers 4.25 Miles; single race fee is $25 and the all-races option is $75.

Trail races from a kids mile to a 50K take place on marked single-track trails at Van Peenen Memorial Park near Decorah. Aid stations are provided and proceeds support local schools and trail organizations.

A trail running event at Chester Woods in Eyota, Minnesota on June 7, 2026 offering 5K, 10 mile, 20 mile and 50K looped courses with registration open October 1, 2025 and no race cutoffs.

An overnight timed 10 hour trail run at Millville Bridle Unit in Prairie du Chien, WI, on a 5.25 mile loop. Limited to 75 runners with one aid station and an emphasis on a joyful, supportive, inclusive atmosphere.

A family-friendly, mud-filled 1.5-mile trail run at Whitetail Ridge with 10+ obstacles, commemorative swag for registrants, food and kids' activities, cold outdoor showers, and free parking.

Two trail races at Afton State Park on July 4, 2026: 25 km and 50 km along the St. Croix River. Organized by ultrarunners, the event provides course maps, aid station support, volunteer coordination and published results.

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 trail race along the Douglas State Trail in Oronoco, Minnesota celebrating its 50th anniversary. The paved rail trail is largely shaded by trees and the event includes a race gift and 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.

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.

A timed fundraiser at Goose Island Campground in Stoddard, Wisconsin offering six hour and twenty four hour run or walk options where participants set their own distance goals, from a single loop to ultramarathon totals.

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.

A trail race at Frontenac State Park on September 26, 2026, offering 5-mile and 10-mile courses across prairie, single-track and climbs. The event is cupless with water stations, camping in the park, and nearby hotels.

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 multi-sport weekend in October combining trail running, fly fishing, and craft beer at Yellow River State Forest near Harpers Ferry, Iowa. It features a mostly flat five mile trail run, catch and release trout fishing, and fundraising for..

Experience a unique running event in Winona Minnesota held from sunrise to sunset. Participants can push their endurance along Prairie Island Road throughout the full duration of the daylight hours.

Trail races on October 17, 2026 in Black River State Forest near Millston Wisconsin, offering 10k, 25k, 50k and an 85k that links all courses. The event includes a winter hat, handcrafted finisher medals and on site camping.

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.