Trail Running calendar near Libertyville 2025-2026

The Half Day at the Lake is an exciting running event taking place in Evanston, IL, featuring both 12-hour and 6-hour races. Set along a scenic 2-mile loop by the lakefront and Northwestern University, this race caters to all experience levels, from seasoned ultra-runners to first-timers. Participan..

The Tryon Farm 50k is a trail running event held at Tryon Farm in Michigan City, Indiana. The course features an 8-loop 4-mile trail that includes open grassy fields, single-track dirt trails, and small pavement sections connecting different parts of the trail system. The event offers multiple dista..

The Des Plaines River Trail Races feature a variety of endurance events, including a Half Marathon, Marathon, 50K, and 50 Mile race, all set along the scenic Des Plaines River Trail in Lake County, Illinois. Participants will enjoy a flat, wide, crushed gravel trail that meanders through lush forest..

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..

Soul Crusher is an exciting trail running event taking place in Crystal Lake, IL, featuring challenging 10-mile and 5-mile courses designed by Jeff Lenard. Known for its tough terrain, the race promises to test participants' limits, with a playful warning that it may "crush your soul." Runners can e..

The Fancy Nonsense 25K/50K is a whimsical running event designed to bring joy and laughter to participants while challenging their physical and mental limits. Set in the scenic Palos Trail System near Chicago, the race features a 5.5-mile loop course primarily on single track trails. Runners can cho..

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..

The Forge Trail Run Festival, scheduled for November 15, 2025, in Lemont, IL, features a variety of trail running events including 10K, 20K (Half Marathon), 30K, and 60K races. Participants will navigate single and double-track trails through scenic woods and gravel paths around the historic Lemont..

The Bigfoot Half Trail Run is an exciting running event taking place at Stoney Run County Park in Hebron, Indiana. Participants will complete a half marathon distance by running two loops around the park. The course features two aid stations, ensuring runners have support throughout the race.Each pa..

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). Participants can enjoy a scenic course primarily on well-groomed trails, with over 60% shaded by trees. The event embraces a..

The Fast Eddie 50K and 5K is a running event held at Lapham Peak in Delafield, Wisconsin, on November 15, 2025. The race celebrates endurance and community, honoring Ed Condon and supporting the Little Warrior Foundation, which aids children battling cancer. The 50K features five loops on the scenic..

The Quiet Silence 50k is a unique running event taking place in Lake Mills, Wisconsin, on December 5-6, 2025. Participants will tackle an out-and-back course on the scenic Glacial Drumlin State Trail, which features a mostly flat, crushed gravel surface. Runners have eight hours to complete the 50k..

The Arctic Frog Run in Libertyville, IL, is a beginner-friendly endurance race featuring multiple distances, including 50K, 25K, 15K, 10K, and 5K. The scenic course combines pavement, wooded trails, and crushed limestone paths along the Des Plaines River and Northwest Casey Trails. Participants can..

The Cereal Killer Trail Run is a 15k race held at Red Mill County Park in La Porte, Indiana, scheduled for February 7, 2026. The event features a challenging course of four loops, marked with flags and signs, and offers a fun, low-key atmosphere. Participants receive a limited-edition long sleeve sh..

ARKTOS is a unique trail running event held in Dousman, Wisconsin, designed for both solo runners and relay teams of up to four participants. The event features 6, 12, and 20-hour ultra runs, encouraging participants to embrace the challenge of running in potentially uncomfortable conditions while f..

The Tombstone 30k/50k/50 mile Trail Run is set to take place at Sunset Hill Farm County Park in Valparaiso, Indiana. Scheduled for March 14, 2026, this event features a new course with more challenging hills. Participants can choose from three distances: 30k, 50k, and 50 miles, with all races allowi..

The False Spring Trail Runs is an exciting running event taking place in LaPorte, Indiana, featuring challenging courses through scenic, wooded trails. Participants can choose between a 10K and a Half Marathon, with the latter also offering a relay option. The event is known for its unpredictable we..