Run the Trailbreaker

Waukesha, United States • 6 Apr 2025

Run the Trailbreaker is an annual running event in Waukesha, Wisconsin, established in 1993. This community tradition features a variety of race distances, including a Marathon, Half-Marathon, 10K, 5K, and a Kiddos 1K, catering to runners of all levels. The event is organized by the Park Foundation of Waukesha, Inc., which uses proceeds to enhance local parks and recreational programs. Over the years, the Trailbreaker has raised significant funds to improve community quality of life. Participants can enjoy a scenic course along the Glacial Drumlin Trail, making it an exciting day for runners and families alike. Visit the organization's website for the most recent information.

Race information

26 mi
Marathon - Glacial Drumlin Trail
13 mi
Half Marathon
10 km
10k
5 km
Kiddos 1k
Walk
Visit the organization's website for the most recent information.
Trail runs nearby

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..

Bong Backyards is an exciting trail and ultra running event scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

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 Whitewater Trail Challenge is an exciting running event taking place on the scenic Ice Age Trail in Whitewater, Wisconsin. Scheduled for June 21, 2025, participants can choose from three distances: a 10K, a half marathon, and a 50K. The course features a mix of well-established trails and rollin..

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..

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..