Trail Running calendar near Waukesha 2024-2025

The Rockford Road Runners Thanksgiving Turkey Trot is a cherished local tradition, marking its 52nd year in 2024. This trail run takes place at Atwood Park, providing a scenic and challenging course filled with natural obstacles. Participants are encouraged to guess their finish times, as no timing ..

The Quiet Silence 50k is a unique running event taking place in Lake Mills, Wisconsin, from December 6 to December 7, 2024. Participants will have eight hours to complete an out-and-back course on the scenic Glacial Drumlin State Trail, starting at Rotary Park and turning around at Cottage Grove. Th..

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 trails along the Des Plaines River, participants can expect a challenging course with rolling hills. The event is particularly un..

The Hateya Trail Run, taking place in Lake Geneva, Wisconsin, offers a unique outdoor experience for runners and walkers of all levels. Participants can choose from various distances, including 1 km, 3 miles, and longer options up to 16 miles, with a special Canicross category for those wishing to r..

The Tour de Trails is a running event organized by the Rockford Road Runners, featuring a 3-mile course designed for participants of all skill levels. Scheduled for December 21, 2024, this race is part of the 2025 Circuit series, promoting community engagement and healthy lifestyles through running...

The Arctic Frog Run in Mayville, WI, offers a unique winter running experience with various ultramarathon distances, including 50 miles, 50K, 25K, and 15K. The scenic course features a mix of asphalt and crushed limestone trails, providing stunning views of the city. Participants can earn collectibl..

The Frigid Fox Ultra Trek is a challenging winter endurance event set in Campbell Sport, Wisconsin, primarily along the scenic Ice Age Trail. Participants will tackle a grueling 63.5-mile course, navigating through winter elements that can be harsh and unforgiving. The event emphasizes self-sufficie..

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 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, single-track loop that showcases the beauty of the winter landscape, with unique..

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 races, 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 aims to promote fitness and commun..

Childish Nonsense is a whimsical running event taking place at Deer Grove Forest Preserve in Palatine, IL, featuring multiple race distances: 50 miles, 50K, 25K, and 10K. The course consists of wide, non-technical trails, with participants completing various laps based on their chosen distance. The ..

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

The Great Western Half-Marathon & 10K, organized by the Fox River Trail Runners, is a well-established running event with over 25 years of history. This competitive race features a flat, out-and-back course along the scenic Great Western Trail. The event not only promotes fitness but also supports l..

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 Sugar River State Trail, offering picturesque views, trestle bridges, and..

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 is an exciting running event taking place on June 21, 2025, in Whitewater, Wisconsin. Participants can choose from three race distances: a 10K, a half marathon, and a 50K, all set against the stunning backdrop of the Ice Age Trail, a 1,200-mile scenic footpath. The cou..

Timely Nonsense is a unique running event taking place in Chicago, IL, featuring both 6-hour and 12-hour timed races. Participants can choose to compete individually or as part of a relay team of two or four. The race is set in a scenic 58-acre park, where runners will navigate a 0.75-mile paved loo..

Last Dot Standing is a unique endurance running event held in Belleville, WI, featuring a "last person standing" format. Participants run a 4.2-mile course to Dot's Tavern and back, with each leg requiring completion within one hour. The race continues until only one runner remains.Additionally, the..

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). Scheduled for November 15, 2025, this event embraces a deer-themed atmosphere, coinciding with Wisconsin's deer hunting seaso..