Trail Running calendar near Oconomowoc 2024-2025

The Soul Crusher is a challenging trail race taking place in Crystal Lake, IL, featuring a tough 5-mile loop designed by Jeff Lenard. Participants can choose to run either a 5-mile or 10-mile course, with the event promising a unique and demanding experience. Runners should prepare for surprises alo..

The Black Hawk Ridge Trail Run, scheduled for October 20, 2024, in Mazomanie, WI, features 8K and 16K race options. This annual event, now in its 18th year, takes place in the picturesque Black Hawk Unit of the Lower Wisconsin State Riverway. It serves as a fundraiser for Groundswell Conservancy, pr..

The Abominable Trail Race, taking place in Lake Geneva, Wisconsin, on November 16, 2024, offers a variety of running events including individual 5K, 15K, and 30K races, as well as 30K relay options for teams of 2, 3, or 4. Participants will navigate scenic trails and hills, with awards for the top f..

The Rockford Road Runners Thanksgiving Turkey Trot is a cherished annual event, celebrating its 52nd year in 2024. This trail race, held in Rockford, IL, features a 5k course that includes challenging terrain with hills and roots. Participants can register for individual, couple, or family categorie..

The Quiet Silence 50k is a unique running event taking place in Lake Mills, Wisconsin, from December 6 to December 7, 2024. This out-and-back race starts at Rotary Park and follows the Glacial Drumlin State Trail, with a turnaround point in Cottage Grove. Participants can expect warm food and suppor..

The Arctic Frog Run in Libertyville, IL, is an exciting endurance running event featuring multiple distances: 50K, 25K, 15K, 10K, and 5K. Set against a scenic backdrop of pavement, wooded, and crushed limestone trails, participants will navigate a challenging course that includes rolling hills. The ..

The Tour de Trails is a series of winter trail running events taking place from December 21, 2024, to March 15, 2025, in Rockford, IL. The series includes four races: a 3-mile race at Blackhawk Springs, a 6-mile race at Rock Cut State Park, a 9-mile race at Byron Forest Preserve, and a 12-mile race ..

The Arctic Frog Run in Mayville, WI, offers a unique winter running experience with distances of 15K, 25K, 50K, and 50 miles. The scenic course features a mix of asphalt and crushed limestone trails, providing a challenging yet rewarding environment for runners. Participants can collect colorful Fro..

The Frigid Fox Ultra Trek is a challenging winter endurance running event set in Campbell Sport, Wisconsin, primarily along the scenic Ice Age Trail. Participants will tackle a distance of approximately 63.5 miles, navigating through winter elements that can be harsh and unforgiving. The course feat..

The Frozen Gnome is a challenging winter running event held at Veteran Acres in Crystal Lake, IL. Participants can choose from a 50K ultra run, a 10K race, or team relays of 2 or 5 members. The course features a scenic 10K loop through a winter wonderland, rated as a "Triple Black Diamond" for its d..

The 50K Mashup Slam is a series of five 50K trail races held throughout the Midwest, designed to celebrate the often-overlooked distance in ultrarunning. Participants who complete all five races within the same calendar year will receive a finisher buckle. The series begins with the Frozen Gnome 50K..

The NK50k is an annual trail running event held in Greenbush, Wisconsin, featuring a scenic point-to-point course along the Northern Kettle Moraine Ice Age Trail. Participants can expect a fun and community-oriented atmosphere, with aid stations providing water, sports drinks, and snacks throughout ..

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 Wisconsin Trail Series is a running event taking place from April 11 to October 18, 2025, in Oconomowoc, Wisconsin. This series features a variety of races, including the WTA 5K Series, WTA 5K Walk Series, WTA 10K Series, and WTA Half Series, catering to runners of all levels. Participants can a..

The Earth Day 50K/15 Mile/5 Mile event takes place at Veteran Acres in Crystal Lake, IL, offering participants a choice of three distances. The course features a challenging 5-mile loop through single track and rolling hills, with a major aid station providing homemade snacks and typical ultra food...

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

The Sugar Badger 50/50 and Half is a scenic running event held in Belleville, Wisconsin, featuring a 50-mile, 50K, and half marathon distance. The race takes place on the flat and soft rail trails of the Badger State Trail and the Sugar River State Trail, offering picturesque views, trestle bridges,..

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, part of the Spartan Trail series, takes place in Whitewater, Wisconsin, on June 21, 2025. This scenic running event features three distances: a 10K, half marathon (21K), and a 50K, all set along the iconic Ice Age Trail. The course offers a mix of well-established tra..

The Last Dot Standing will take place in Belleville from Friday 19 September 2025 to Monday 22 September 2025. You can run between 4 and 48 hours.