Trail Running calendar near Winona 2026-2027

Explore scenic singletrack and rolling river valley at the Zumbro Endurance Run in Zumbro Bottoms near Theilman, Minnesota on April 10 and 11, 2026. Choose 100 Mile, 50 Mile, 34 Mile or 17 Mile and push your trail limits.

Run scenic trails at Whitewater State Park on April 18, 2026, with distances from 5K to 50K that showcase river views, meadows and towering bluffs. Organized by Storm Sporting Events, this series opener supports youth mental health and welc..

Join the Friends of Yellow River State Forest Trail Run/Walk May 8 and 9 in Harpers Ferry, IA for timed trail 5K, 10K and half marathon options through scenic forest terrain. Proceeds support the state forest and awards include unique canva..

Crater Trail Run in Decorah, IA offers scenic single track and off road trails at Van Peenen and Palisades parks, with distances from a kids mile to a 50K. Proceeds benefit local schools and trail groups.

Run scenic wooded trails at Chester Woods Park for the 20th Annual Mason Run on June 7, 2026, with 5K, 10 mile, new 20 mile and 50K options. Proceeds support youth mental health and finish line festivities bring a festive trailgating vibe.

Celebrate Independence Day on scenic singletrack at Afton State Park with the Afton Trail Run. Pick a challenging 50K or a fun 25K through the St. Croix River valley and soak up friendly local race vibes.

Storm the Farm at Briggs Outdoors in Winona offers scenic Driftless Region trail courses from 5k to a 43k ultra on July 18, 2026. The cupless event supports youth mental health and gives under 19s a 15% discount; bring a reusable cup.

Run or walk the Goose Bumps 6 or 24 Hour Run in Stoddard, Wisconsin on September 18 to 19, 2026, a welcoming fundraiser where participants log loop laps at their own pace. Enjoy a hearty aid station, chef prepared breakfast, games and prize..

Run 5 mile or 10 mile courses through rolling prairies and single track climbs at Frontenac State Park on Sep 19, 2026. Expect rugged terrain, water at the start and a mid way aid station on the 10 mile route plus a friendly inclusive vibe.

Discover the scenic trails of Yellow River State Forest in Iowa's driftless region near Harpers Ferry with 5K, 10K and half marathon options. Tackle varied terrain, soak up valley views, and enjoy camaraderie and post race fun.

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.

Join the Red Yeti Rampage, a festive fall trail run at Tower Ridge in Eau Claire featuring 5K, 10K and a new 15K Yeti Challenge. Walkers and hikers are welcome and every finisher enjoys post race lunch, awards and door prizes.

Storm the Bluffs brings trail running, mountain biking and duathlon action to Bronk Unit Plowline Trails in Minnesota City on Dec 5, 2026. A nonprofit fundraiser for youth mental health, the event welcomes all abilities with 15K and 5K opti..