Trail Running calendar near Baraboo 2025-2026

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 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 picturesque views, trestle bridg..

The Tomorrow River Trail Half-Marathon is a scenic running event taking place in Plover, Wisconsin, with the course extending to Amherst, ending at Central Waters Brewing Co. Participants will enjoy over nine miles of the route along the picturesque Tomorrow River Trail. The event is scheduled for J..

The Blue Mound Trail Run is an annual trail running event held at Blue Mound State Park in south central Wisconsin. Now in its 21st edition, the run offers two distance options: 10K and 18K. Organized by Wisconsin Trail Runs, a volunteer group, the event features scenic courses through the park’s na..

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held annually in June, featuring a variety of race distances including 100 miles, 100 kilometers, 50 kilometers, and 38 miles. Established in 1996, this trail race showcases the scenic beauty of the Kettle Moraine region, with..

The Whitewater Trail Challenge, held in Whitewater, Wisconsin, is a scenic trail running event set along a portion of the iconic Ice Age Trail. This National Scenic Trail showcases the glacially sculpted landscape of Wisconsin with rolling hills and well-established trails. The event offers three ra..

The Strawberry Solstice Run is an annual 10-hour overnight trail race held in Prairie du Chien, Wisconsin, organized by the Driftless Trail Collective. Participants run a 5.25-mile loop through the scenic Driftless Area, starting at dusk and finishing at dawn. The event features traditional aid stat..

Dances with Dirt Devil's Lake is an exciting trail running event set in the stunning landscape of Devil's Lake, Wisconsin, known for its unique geological features. Scheduled for July 12, 2025, this midsummer adventure offers various race distances, including 10K, half marathon, full marathon, 50K,..

The New Glarus Woods Trail Run is an annual event that celebrates outdoor fitness and community spirit, taking place in New Glarus, Wisconsin. This year marks the 6th edition of the run, which is part of the Savanna Trail Run Series. The event features multiple race options, including a 1 Mile Fun R..

Run The Hawk Trail Run takes place at the historic Blackhawk Ski Club in Middleton, Wisconsin. This endurance event features 3, 6, and 12-hour challenges where participants complete as many laps as possible on a scenic 2.25-mile loop with 345 feet of elevation gain per lap. The course includes diver..

The Goose Bumps 6 & 24 Hour Run is a fun and challenging endurance event organized by the River City Running Club in Stoddard, Wisconsin. Participants can choose to walk or run for either six or twenty-four hours, setting their own goals and distances, with some runners aiming for over 100 miles. Th..

Last Dot Standing is a unique ultramarathon event held in Belleville, Wisconsin, from September 19 to 22, 2025. Participants can compete in a last person standing race, running 4.2 miles to and from Dot's Tavern every hour until only one runner remains. The event also features 24-hour and 48-hour ra..

The Iowa Trail Run Series: Yellow River State Forest offers a unique running experience in the scenic driftless region of Iowa. Scheduled for September 21, 2025, this event features three race options: a 5K, a 10K, and a half marathon, catering to various skill levels. Participants can enjoy diverse..

The S'more Fun Trail Run is an exciting event taking place at Mirror Lake State Park, featuring a variety of races including a Mini-Marshmallow Mile for kids, a 5K Trail Walk, a 5K Trail Run, a 10K Trail Run, and a Half Marathon Trail Run. The event aims to promote the park and raise funds for ongoi..

The Trail Run at Indian Lake is an exciting running event held at Indian Lake County Park, featuring two course options: a long course of approximately 10.5 km and a short course of about 5.8 km. The event promotes sustainability by adopting a cup-free policy, encouraging participants to bring their..

The Lapham Peak Colorama Run/Walk is an annual fall running event held at Lapham Peak State Forest in Delafield, Wisconsin. Celebrating its 36th year in 2025, the event features 5K and 10K courses on wide, well-groomed ski and hiking trails. The 5K route tours the park's middle level, while the 10K..

Zachariah's Acres Fall Run, Walk & Roll is a charitable event taking place in Oconomowoc, WI, designed to support children with special needs. The event features a 5K, a half marathon, and a family-friendly walk and roll, all set against the backdrop of 125 acres of beautiful natural scenery. Partic..

The Black River Trail Classic, held in Millston, Wisconsin, takes place in the scenic Black River State Forest. This event offers multiple race distances: 85K, 50K, 25K, and 10K, catering to a range of trail runners. Participants enjoy well-marked courses featuring beautiful ridge views and vibrant..

The Black Hawk Ridge Trail Run will take place in Mazomanie on Sunday 19 October 2025.

Among the Trees is a scenic running event scheduled for October 25, 2025, in Dousman, Wisconsin. Participants can choose between two challenging distances: 100k and 50k, both set against the beautiful backdrop of the Southern Kettle Moraine Forest along the historic Ice Age Trail. The race begins at..