Trail Running calendar near Harpers Ferry 2025-2026

Brave winter trails in Dubuque County at the Triple D Winter Endurance Race, featuring bike and run distances from 5K to 70 miles on the Heritage Trail and nearby routes. Finish at 7Hills for warm food, prizes and community celebration.

Lace up for the Galena Classic Sasquatch Shuffle, a festive 3k snowshoe run or walk at Eagle Ridge on February 14, 2026. Event goes on with or without snow, rentals available and awards for top finishers in multiple divisions.

Run scenic Driftless trails at Governor Dodge State Park on March 7, 2026, choosing from 10K, 27K, or rugged 50K courses. Support local conservation while enjoying stocked aid stations, a custom Silo bag and a horseshoe finisher medal.

Storm the Park at Whitewater State Park features 5K, 15K, 30K and 50K trail courses with river views, meadows and bluff overlooks. Run with the community to support a nonprofit raising funds for youth mental health and scholarships.

Take on the Donald Dash Trail Run on May 2, 2026 at Donald County Park in Mount Horeb, WI with scenic 5 km and 15 km options over prairie, single track, sand and hills. Limited to about 300 runners, all proceeds fund Friends of Donald Park..

Part of the Iowa Trail Run Series, Mines of Spain in Dubuque offers 5K, 10K and half marathon trail options on Saturday May 2, 2026. Expect marked courses, rotating race swag, optional tech shirt and tasty post race food.

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..

Celebrate the 20th Annual Mason Run at Chester Woods Park with scenic rolling trails and the notorious Big Dam Hill. Choose from 5K, 10 mile, 20 mile or 50K looped courses while supporting youth mental health through Storm Sporting Events.

Experience the ice age terrain of Devil's Lake at Dances with Dirt, with distances from 10K to 50 miles for every trail runner. Enjoy marked courses with aid, a famously dramatic aid station, finisher medals, and post race food and a brew.

Storm the Farm at Briggs Outdoors in Winona, Minnesota is a scenic but rugged trail race across Driftless Region bluffs and single track. Distances from 5k to a 43k ultra, cupless event, proceeds support youth mental health.

Take on scenic, technical trails at the Mines of Spain Trail Races in Dubuque, IA on August 8, 2026, with 4 mile, 7 mile and half marathon options. Enjoy bluff views of the Mississippi, challenging climbs and a family friendly kids mini rac..

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.

Take on rugged trails and creek crossings at the Swiss Valley Trail Races in Peosta, Iowa on Oct 3, 2026, with 5.2 mile, 25k and 50k loop options. Proceeds benefit Friends of Dubuque County Conservation and free camping and shuttles ease ra..

Join Broken Rock Trail Runs in Dodgeville, WI on October 10, 2026 for a day of scenic, challenging trail racing with distances from a 1 mile to a 50K. Enjoy rugged Driftless terrain and friendly race vibes for all levels.

Explore rugged, scenic trails along the Mississippi at the Mines of Spain 100 in Dubuque on October 16, 2026. Choose 100 mile or 100K on a roughly 20 mile loop through prairies, hardwood forests and technical climbs.

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.