Trail Running calendar near Madison 2024-2025

The Frigid Fox Ultra Trek will take place in New Prospect on Saturday 11 January 2025.

The Triple D Winter Race is an exciting endurance event held in Dubuque County, featuring both biking and running challenges. Participants can choose from various distances, including a 70-mile bike race, a 50K ultra marathon, and a 5K stroll, catering to all skill levels. The race showcases the sce..

The Frozen Assets 5K Run/Walk, organized by Clean Lakes Alliance, invites participants to experience a unique running event on the frozen surface of Lake Mendota in Madison, Wisconsin. This event features both a chip-timed 5K and an untimed walking option, allowing participants of all skill levels t..

The Bald Unyielding Twilight Trail Trial is an exciting ultra-running event taking place at the Bald Hill Prairie Preserve in Mount Morris, Illinois. Scheduled for February 22-23, 2025, this unique race features timed events of 3, 6, and 12 hours, allowing participants to test their endurance in the..

ARKTOS is an ultra-running event taking place in Dousman, Wisconsin, from February 22 to 23, 2025. The event features various race formats, including 6-hour, 12-hour, and 20-hour options for both solo runners and relay teams of up to four participants. With a cap of 160 runners, the race is expected..

The Trailbreaker is a running event scheduled for April 6, 2025, in Waukesha, Wisconsin. It features a variety of race options, including a marathon along the scenic Glacial Drumlin Trail, a half marathon, 10K, 5K, a walking event, and a Kiddos 1K for children. This event not only promotes fitness a..

The Tour de Dodge is an annual trail running event organized by the Driftless Trail Collective, taking place at Governor Dodge State Park in Dodgeville, WI. Scheduled for April 19, 2025, the event features three race distances: 50K, 27K, and 10K, with varying elevation gains and aid stations along t..

Rumble on the Ridge is an exciting endurance event inspired by the Backyard Ultra format, taking place on a family dairy farm in Arena, Wisconsin. Participants navigate a looped course, known as "The Drifty Mile," which varies between 1 to 1.25 miles with a minimum elevation gain of 250 feet. Runner..

The Galena Sky Trail Races, taking place at Chestnut Mountain Resort in Galena, IL, features an 8-hour and a 4-hour timed loop course, offering runners a chance to enjoy scenic views of the Mississippi River while tackling challenging trails. Participants can run as many loops as possible within the..

The Sugar Badger 50/50 and Half is a scenic running event taking place in Belleville, Wisconsin, featuring a 50-mile, 50K, and half marathon distance. The race is set on the flat and soft rail trails of the Badger State Trail and the Sugar River State Trail, offering participants beautiful views, tr..

Bong Backyards is an exciting trail and ultra running event scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held in the scenic Kettle Moraine region, featuring a variety of race distances including 100 miles, 100k, 50k, and 38 miles. Established in 1996, this trail race showcases the beautiful Ice Age Trail, with 65 miles of the cour..

The Whitewater Trail Challenge is an exciting running event taking place on June 21, 2025, in Whitewater, Wisconsin. Participants can choose from three race distances: a 10K, a half marathon, and a 50K, all set against the stunning backdrop of the Ice Age Trail, a 1,200-mile scenic footpath. The cou..

DWD Devil's Lake is an exciting midsummer trail running event set in the stunning geological landscape of Devil's Lake, just north of Madison. Participants can choose from various distances, including a 50M, 50K, marathon, half marathon, and 10K. The event features a marked course with aid stations,..

The Mines of Spain Trail Races, set in Dubuque, IA, offers a thrilling experience for runners of all levels with distances of 4 miles, 7 miles, and a half marathon. Participants will navigate through the scenic and challenging trails of the Mines of Spain, featuring diverse terrain that includes dir..

The Last Dot Standing event, hosted by Ten Junk Miles, takes place from September 19 to 22, 2025, in Belleville, WI. This unique running challenge requires participants to alternate between running 4.2 miles to Dot's Tavern and back, with a one-hour time limit for each leg. The event continues until..

The Mines of Spain 100 is an ultra-marathon event featuring both 100-mile and 100-kilometer races, set in the picturesque bluffs, prairies, and forests of eastern Iowa's Driftless region. The race course, approximately 20 miles long, offers a diverse range of terrains, including steep technical sing..

The Bucks & Does 13.1 Pointer is a running event taking place in Nashotah, Wisconsin, featuring multiple race distances including a 5K, 10K, and a half marathon (13.1 miles). This themed race, held during deer hunting season, offers participants a fun atmosphere with deer puns and a scenic course pr..