Trail Running calendar near Dubuque 2026-2027

A timed 5k trail run or walk at Connorridge Farms in Oxford, Iowa, with a Virtual 5k option, prairie views, a prairie identification challenge, awards, and on-site finish line music.

Experience the natural beauty of Dubuque with trail races through the Mines of Spain Recreation Area. Enjoy distances ranging from 4 miles to a half marathon followed by a post race party with brick oven pizza and local beer.

Scenic trail 5K at White Oak Savanna in Dodgeville WI with on course music, official timing, post run breakfast and a discounted festival ticket option for runners.

Night trail races in Dixon IL on a 5 mile loop with 5, 10, and 15 mile options plus a three person relay, one aid station, and a post race snack.

A multi-event day in Coal Valley with a 5K Mud Adventure Run, a Ninja Kids Run, and a Cross Country Trail Run. Main obstacles include a Tire Wall, Ninja Scaling Wall and Weight Lift; spectator entry is $7.

A community event on August 8, 2026 at the Herbert Hoover National Historic Site featuring a 5K run on prairie trails and a 1.5K walk.

A community 6K run/walk in Springville, Iowa on August 8, 2026 with chip timing, age-group awards, and proceeds benefiting Springville Sports Boosters.

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.

Trail races at New Glarus Woods State Park on August 15, 2026 include 16K, 8K, 5K and a free 1K kids run. Proceeds benefit Friends of New Glarus Woods State Park and awards include age-group prizes plus a 16K consistency award.

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

ScoCo50 at Scott County Park features 50K, 10 mile and 5 mile summer trail races on multi-surface loops with stocked aid stations and online registration only.

A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.

A multi-distance trail running event at Pleasant Creek Park on September 12, 2026, with participant packets, aid stations, and awards managed by a local trail nonprofit.

A looped trail event at Loud Thunder Forest Preserve offering a one mile loop, two course options with notable elevation, a four hour time limit, and proceeds to the preserve.

A Backyard Ultra on the Rock River Parkway where runners repeat a GPS-verified 4.167-mile loop each hour until one remains. Entry is limited to 150 runners and includes an on-site aid station and crew zone.

A multi day event in Belleville WI with a Last Dot Standing format between Belleville Community Park and Dot's Tavern plus 24 and 48 hour races and long distance buckles.

Experience ten miles of hills and winding trails through the Byron Forest Preserve and Nardi Equine Prairie. This cup free race features cash prizes and a post race celebration with pizza at Hairy Cow Brewing Company.

Trail run at Wapsi River Environmental Education Center with a self timed 5K and 1 mile course, proceeds benefit the Friends of the Wapsi Center.

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.