Castlewood Cup

Castlewood Cup is part of the Big River Trail Series, returning for its 18th year at Castlewood State Park in Ballwin, Missouri. The 15-kilometer trail race showcases Castlewood’s renowned single-track, weaving through a mix of climbs, descents, switchbacks and occasional flats. The course is described as a true test of trail running with varied terrain and scenic hardwoods.

After the race, participants celebrate with a post-race party featuring BBQ, beer (21+), and live music when weather allows. The event also offers finisher photos/videos, live tracking, and medals, with registration open for the 2026 edition. Visit the organization's website for the most recent information.