Trail Running calendar near Harpers Ferry 2025-2026

Test your endurance at Woodpecker Six, a six hour trail run through Pinicon Ridge Park near Central City, Iowa on November 8, 2025. Tackle a 1.2 mile loop with big climbs, enjoy aid stations and a heated lodge for midrace comfort.

Take on scenic, technical single track in Mines of Spain park near Dubuque, IA with a 25K or 50K double lap option. Stone steps, stream crossings and steep climbs make this a rugged and rewarding fall trail challenge.

Join the Get Roasted Turkey Trot on Thanksgiving morning in Waverly for a fun 5k on scenic park trails and a kids dash for ages 10 and under. Enjoy a designer shirt, finisher cap and hot cocoa while helping local family services.

Guv'nor Frozen 50 is a winter trail run at Governor Dodge State Park with 50K, 25K and 15K over mixed single and double track, dirt paths and prairie. Bring high visibility orange for hunting season and your own bottle.

Storm the Bluffs on Dec 6 in Minnesota City invites trail runners and mountain bikers to tackle the scenic Bronk Plowline Trails with options from 5 km runs to a challenging duathlon. Proceeds support youth mental health programs.

Celebrate New Years Eve at The Critter in Waverly, a rugged 10K forest loop plus 12 hour, 8 hour and 4 hour timed challenges. Camp onsite and refuel in a cozy historic dining hall while you hike, run or ruck to finish 2025 strong.

Take on the Triple D Winter Race in Dubuque County on January 17, 2026 with bike and run distances for every level. Organized by local volunteers, the day ends with warm food and drinks at 7Hills Brewery Event Center and prizes for top fini..

Run a rugged 5K through maple woods in syrup season, following ribbons across steep logging roads and deer paths. Pick the Foodie 5K with maple snack stops and post race wood fired pizza and live music or the Last Person Standing challenge.

Join Storm the Park on April 18, 2026 at Whitewater State Park in Altura, MN for scenic trail distances from 5K to 50K. Enjoy river and bluff views while supporting youth mental health through nonprofit Storm Sporting Events.

Run rolling prairie, single track and sandy hills at the Donald Dash in Donald County Park near Mount Horeb, WI. Choose 5 km or 15 km and support Friends of Donald Park as proceeds fund trail upkeep.

Run scenic trails in Yellow River State Forest on May 8 and 9, 2026 with 5K, 10K and half marathon options. Family friendly Friday 5K allows leashed dogs and Dirty Double entrants get a hand crafted race mug.

Rumble on the Ridge is a Last Person Standing run where runners repeat The Drifty Mile loop of about 1 to 1.25 miles with 250 ft of climb and a 20 minute cutoff. The course changes yearly and direction flips every four hours.

Run scenic resort trails and ski hills at Chestnut Mountain Resort in Galena with sweeping views across the Mississippi into Iowa and Wisconsin. Choose 4 hour or 8 hour timed loop formats, enjoy a post race meal and lively after party.

Experience Dances with Dirt Devil's Lake, a midsummer trail run on scenic glacial terrain near Baraboo, Wisconsin. Choose distances from 10K to 50 miles and enjoy aid stations, a finisher medal and post race food and a cold brew.

Storm the Farm at Briggs Outdoors in Winona features scenic but rugged trail loops through Driftless bluffs with steep climbs, creek crossings and prairie views, offering distances from 5k to a 43k ultra. Youth discounts, fundraising for yo..

Join Goose Bumps in Stoddard, WI a fundraiser by River City Running Club with timed loop 6 hour and 24 hour options for runners and walkers of any distance. Enjoy an aid station, post race meal, games and the chance to log big miles.

Test your legs on rugged, scenic loops at the Swiss Valley Trail Races with 50K, 25K and a 5.2 mile course. Enjoy creek crossings, big climbs, free camping and showers while supporting local conservation; registration opens Jan 1, 2026.

The Mines of Spain 100 offers 100 mile and 100 kilometer trail ultraruns on scenic loops around Dubuque's Mines of Spain. Expect rugged singletrack, steep climbs and Mississippi River views on a challenging multi loop course.