Trail Running calendar near Baraboo 2025-2026

The Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting endurance running event taking place in the scenic Kettle Moraine State Forest. Participants can choose from various race formats, including 6-hour, 12-hour, and 24-hour solo or relay options. The course features three unique loops of differ..

The Donald Dash Trail Run is an exciting running event taking place in Mount Horeb, Wisconsin, featuring two race distances: a 5K and a 15K. Designed to cater to both novice and experienced runners, the course includes a mix of prairie, single track, and hilly terrain. The event aims to promote comm..

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 running event held at Blue Mound State Park in Wisconsin, featuring 10K and 18K trail run options. Scheduled for June 7, 2025, this will mark the 21st edition of the event. Proceeds from the run benefit the Friends of Blue Mound State Park, supporting various pr..

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 Sunburst 12 Hour Trail Festival, taking place on June 21, 2025, at Sunburst Ski Area in Kewaskum, WI, offers an exciting challenge for runners. Participants can choose between 6-hour and 12-hour solo events or join a relay team of three. The course features a mix of climbs and scenic trails, wit..

The Whitewater Trail Challenge is an exciting running event that takes place along a scenic segment of the Ice Age Trail in Wisconsin, showcasing the stunning landscapes shaped by ancient glaciers. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K, all design..

The Strawberry Solstice Run, organized by the Driftless Trail Collective, is set to take place on June 21, 2025, in Prairie du Chien, WI. This unique 10-hour overnight event features a 5.25-mile loop course, beginning at dusk and concluding at dawn. With a limit of 75 participants, the run aims to c..

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 is an exciting endurance event taking place at the historic Blackhawk Ski Club in Middleton, WI, on August 23, 2025. Participants can choose from various challenges, including 3, 6, and 12-hour solo runs or team relays, tackling a scenic 2.25-mile loop with significant elevati..

The Goose Bumps 6 & 24 Hour Run is a unique fundraising event organized by the River City Running Club, taking place in Stoddard, WI. Participants can choose to walk or run for either 6 or 24 hours, allowing them to set their own goals, whether it's completing a few laps or aiming for ultra marathon..

Last Dot Standing is a unique endurance running event taking place in Belleville, WI, from September 19 to 22, 2025. Participants will engage in a "last person standing" format, where they must run 4.2 miles to Dot's Tavern and back, with each leg of the race starting every hour on the hour. In addi..

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..

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 is an exciting running event taking place in the scenic Black River State Forest in Millston, WI, on October 18, 2025. Participants can choose from various distances, including 85K, 50K, 25K, and 10K. The event offers unique perks such as a winter beanie for all registr..