Trail Running Calendar Wisconsin 2025-2026

The Ox Cart Days 5K Trail Run is a family-friendly event held at the Riverwood Nature Center in Star Prairie, Wisconsin. The race features a 5K trail run with portions on unpaved trails, offering a scenic and natural running experience. Alongside the run, there is a 1 Mile Nature Walk open to all wi..

The "Thanks Sandy" event is a 9-mile trail run held at Kohler-Andrae State Park in Sheboygan, Wisconsin. The course features a mostly flat terrain with a total elevation gain of 509 feet and descent of 485 feet, combining concrete paths, wide trails through campgrounds, shoreline running on Lake Mic..

The Underdown Trail Races, held in Merrill, Wisconsin, offer a challenging trail running experience on the rugged Underdown Trail system shaped by ancient glaciers. The event features distances of 60k, marathon, and half marathon, with courses primarily on singletrack trails that include steep climb..

The New Glarus Woods Trail Run is an annual event held at New Glarus Woods State Park in Wisconsin, part of the Savanna Trail Run Series. The 6th edition features multiple race distances: a 1-mile kids fun run, 5 km, 8 km, and 16 km trail runs. The event supports fundraising for mountain bike trail..

The Sun Prairie Community 5k is an annual running event held at Sheehan Park in Sun Prairie, Wisconsin. It features a 5K cross-country race that follows the Sun Prairie High School Cross Country Course, providing participants with an authentic cross-country running experience. In addition to the mai..

The Lake Antoine Classic, held in Iron Mountain, Michigan, is a fundraising event supporting Special Olympics. It features multiple distances including a 15K run and bike, 5 Mile run and walk, 5K run, and 2 Mile run/walk. The 15K events traverse scenic, mostly flat, unpaved trails through the Fumee..

Trystan's Backyard Ultra, held at La Riviere Park in Prairie du Chien, Wisconsin, is a unique endurance running event featuring a challenging 4.167-mile loop course through scenic trails with 200–350 feet of elevation gain. Runners must complete each loop within one hour, with the race continuing un..

The Mindy Creek Trail Races take place in St. Croix Falls, Wisconsin, starting at the Polk County Information Center. The event offers three distances: a marathon, half-marathon, and 10K, all featuring scenic trails with technical sections, small hills, bridges, and a mix of single track, gravel, pa..

Run The Hawk Trail Run is a challenging endurance event held at the historic Blackhawk Ski Club in Middleton, Wisconsin. Participants can choose from 3, 6, or 12-hour solo or relay races, aiming to complete as many laps as possible on a scenic 2.25-mile loop featuring 345 feet of elevation gain per..

The Midwest States 100 is an ultramarathon event held in Westboro, Wisconsin, within the scenic Chequamegon-Nicolet National Forest. The race features three distances: 100 miles, 100 kilometers, and 50 kilometers, all primarily run on the iconic Ice Age Trail, a 1,000-mile National Scenic Trail know..

The Barn 5K Trail Run/Walk is held at The Westlie Barn Co., located at W18915 Silver Creek Road in Galesville, Wisconsin. This event offers participants a scenic 5-kilometer trail run or walk through picturesque woods and lush farmland. The course provides a unique outdoor experience with breathtaki..

The "Hit the Trails" 5K Run and 3K Walk is a community event held at the N.E.W. Reforestation Camp in Green Bay, Wisconsin. Organized by the Howard-Suamico Optimist Club, the event features a 5K timed run, a 3K walk, and a Cup Cake Sprint for children aged 7 and under. The course is set near The Lod..

The Ironbull Rib Mountain Trail Races take place in Wausau, Wisconsin, within the scenic Rib Mountain State Park. The event offers three distances: a challenging 50k consisting of three loops with over 7,000 feet of elevation gain, a 25k covering 1.5 loops, and a 15k single loop. The course features..

Last Dot Standing is a unique endurance running event held at Belleville Community Park in Belleville, Wisconsin. Participants alternate running 4.2-mile legs between Belleville and Dot's Tavern, a historic local tavern, with one hour to complete each segment. The race continues hourly until only on..

The Goose Bumps 6 & 24 Hour Run, hosted by the River City Running Club in Stoddard, Wisconsin, is a unique endurance event offering participants the choice to run or walk for either 6 or 24 hours. The course allows runners to set personal goals, from completing a single loop to covering ultra marath..

The Fallinline 125 is a challenging ultramarathon held in Greenbush, Wisconsin, covering approximately 132 miles through the scenic Kettle Moraine State Forest along the Ice Age National Scenic Trail. The course traverses the Northern, Middle, and Southern Kettle units, featuring a mix of rugged sin..

Queen of the Ridge is a women-only endurance running event held on a family dairy farm in Arena, Wisconsin, located in the scenic Driftless Area near Madison. This unique race features a "Last Woman Standing" format where female runners complete a challenging 1 to 1.25-mile loop with at least 250 fe..

The Birkie Trail Run Festival, held in Cable, Wisconsin, offers a scenic running experience through the north woods amid pine trees and vibrant fall colors. The event features a variety of race distances including a 5K Trail Run, Individual Marathon, Half Marathon, and a Trek. It also includes relay..

The DIRWIN DASH, A Bearded Bash is a 5K run/walk event held annually at Fox River Park in Waukesha, Wisconsin, honoring the memory of Dave Irwin, a beloved guidance counselor and cross country enthusiast. The race features a scenic trail course through the woods, offering a refreshing alternative to..

Twisted Roots is a trail running event held at High Cliff State Park in Sherwood, Wisconsin, featuring both half marathon and full marathon distances. Set against the scenic backdrop of Lake Winnebago and the Niagara Escarpment cliffs, runners experience a mix of technical single tracks and rolling..