Castlewood Cup
Ballwin, United States • 7 Feb 2026
The Castlewood Cup is an annual trail running event that will celebrate its 18th edition in 2026. Set in Castlewood State Park, participants will tackle a challenging 15km course featuring diverse terrain, including uphills, downhills, and switchbacks. The event not only tests runners' endurance but also fosters a community atmosphere with a post-race celebration that includes BBQ, beer for those 21 and over, and live music, weather permitting. The Castlewood Cup is part of the Big River Trail Series, where runners can accumulate points by participating in multiple events throughout the series. Visit the organization's website for the most recent information.