Trail Running calendar near Dodgeville 2026-2027

An annual June endurance trail event featuring 100 mile, 100k, 50k and 38 mile options on mainly Ice Age Trail terrain. Entry for 2026 is by lottery with an ordered waitlist and early invites for rollovers and volunteers.

A 5K Run/Walk at Camp Courageous in Monticello, IA on June 13, 2026 featuring a scenic trail route, packet pickup on June 12 and race day, race shirts for registrants by May 16, and age group awards.

A trail running event on June 20, 2026, near Rice Lake in Whitewater, Wisconsin, using an out and back section of the Ice Age Trail. Routes range from 10K to 50K and include varied footing from smooth to technical.

An overnight 10 hour trail run on a 5.25 mile loop at the Millville Bridle Unit near Prairie du Chien, WI, limited to 75 runners with a single aid station and basic on-course services.

A mud obstacle trail run at Whitetail Ridge Ski Area with a 1.5 mile course and 10 plus obstacles. Pre registered entrants may receive swag, and the event includes food sales, family activities, outdoor cold showers, and free parking.

A trail running event at Devil's Lake near Baraboo, WI on July 11, 2026, offering distances from 10K to 50 miles, marked courses with aid, post-race food and a finisher medal.

A trail 5K at Byron Forest Preserve with chip timing and awards by age group, plus a 1 mile Fun Run with a participation medal. Parking and indoor restrooms are available onsite.

MSRC XC 5k Classic is a cross country race at Verona Area High School on July 12, 2026. It includes a 5k and a 1.6 mile kids race, team scoring for teams of five runners, and awards across multiple age and team categories.

A 10K walk/run on August 1, 2026, through the Nordic Trail System in Kettle Moraine State Forest with water refill stations, trail snacks, a cup-less policy, and donations supporting The Salvation Army.

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.

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 community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West Cross Country Team.

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.

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 three day trail event at Rock Cut State Park featuring a night 10 km plus 25 km and 50 km races, with single race entries and Triple Crown series options that award commemorative spike prizes to finishers.

An event in Belleville, WI that alternates hourly 4.2-mile legs between Belleville Community Park and Dot's Tavern until one runner remains; it also offers 24-hour, 48-hour, and 8-hour races with prize pots and mileage buckles.

A community fundraiser at Goose Island Campground in Stoddard, WI offering timed 6 and 24 hour running and walking. Participants set their own goals, from a single loop to more than 100 miles in 24 hours.

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.