Trail Running calendar near Waukesha 2024-2025

We have found 19 Trailruns within 80 miles of Waukesha. See below where and when you can find the races.

Last Dot Standing is a unique running event taking place in Belleville, WI, where participants run a 4.2-mile course to Dot's Tavern and back, with races restarting every hour. The event features a "last person standing" format, where runners must complete the distance within the hour to continue. A..

The Fall Trail Classic in Marengo, IL, features an exciting new format at the Marengo Ridge Conservation Area. Participants can choose between a 4-mile run, a 7-mile run, or the Distance Challenge, which combines both for a total of 11 miles. The event showcases scenic trails through oak and hickory..

The Chase the Sun 11k is an exciting running event taking place at Fox River Park in Waukesha, WI. Participants can choose to run or walk the scenic course, which features both trail and paved paths. This inaugural event offers a unique opportunity to experience the beauty of the park during the mor..

October 2024

The Lapham Peak Colorama Run/Walk is an annual event held at Lapham Peak State Forest in Delafield, WI. Participants can choose from a 5K or 10K run, a 2.5K or 5K walk, and a children's Smokey Bear Fun Run. The event features well-groomed trails and scenic routes, including a newly paved accessible ..

Join the Friends of Indian Lake for the Trail Run at Indian Lake, a scenic running event set in the beautiful landscapes of Cross Plains, Wisconsin. Participants can choose between a long course of approximately 15km or a short course of about 5km, depending on the completion of a new pedestrian tun..

The Des Plaines River Trail Races will take place in Lincolnshire on Saturday 12 October 2024. You can run between 13 and 50 miles.

Zachariah's Acres Fall Run is a charitable running event held at Zachariah's Acres in Oconomowoc, WI, benefiting children with special needs. Participants can choose from a 5K, half marathon, or a family walk and roll, all set against a scenic backdrop of 125 acres featuring tree-lined paths, wildfl..

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 10-mile or 5-mile course, with the option to tackle the loop once or twice for an extra challenge. The event promises a unique..

November 2024

The Abominable Trail Race takes place on November 16, 2024, in Lake Geneva, Wisconsin. Participants can choose from individual events of 5K, 15K, or 30K, or form teams for a 30K relay. The race features scenic trails and hills at Lake Geneva Ziplines & Adventures. Awards are given to the top three m..

December 2024

The Quiet Silence 50k is a unique running event taking place in Lake Mills, Wisconsin. 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 support from volunteers at the turnaround t..

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 rolling hills along the Des Plaines River and Northwes..

The Arctic Frog Run in Mayville, WI, offers a unique winter running experience with distances of 50 miles, 50K, 25K, and 15K. The scenic course features a mix of asphalt and crushed limestone trails, providing stunning views of the city. This event is designed for both beginners and seasoned ultrama..

January 2025

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 event empha..

The Frozen Gnome is a challenging winter running event held in Crystal Lake, IL, featuring a scenic and demanding triple black diamond course. Participants can choose between a 50K ultra run, a 10K race, or team relays of 2 or 5 members. The course consists of a 10K loop that 50K runners will comple..

April 2025

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-focused atmosphere, with aid stations providing water, sports drinks, and snacks throughout t..

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...

May 2025

The Great Western Half-Marathon & 10K, organized by the Fox River Trail Runners, is a well-established running event held on the scenic Great Western Trail. Celebrating over 25 years, this competitive race features a flat, out-and-back course that attracts runners of all levels. The event not only p..

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,..

June 2025

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..