Trailbreaker

Get ready to lace up your running shoes for Trailbreaker, Waukesha's premier running event happening on Sunday, March 29, 2026. This vibrant community celebration, a cherished tradition since 1993, attracts participants of all ages and skill levels for a day of fitness and fun. Featuring a range of race distances including a full marathon, half-marathon, 5K run, and a 2-mile walk, Trailbreaker offers something for everyone, from seasoned athletes aiming for personal bests to families seeking an unforgettable day outdoors. This year, the event debuts rucking, a trendy fitness activity blending walking or hiking with a weighted backpack, bringing a fresh element to the festivities. Beyond promoting health and wellness, Trailbreaker serves as a fundraiser for the Park Foundation of Waukesha, supporting local park enhancements, recreational programs, and the urban forest. Join the community on this thrilling day, embrace Waukesha's spirit, and contribute to a meaningful cause as you participate in this exciting event!