Castlewood Cup
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Event
The Castlewood Cup takes place on January 31, 2026, at Castlewood State Park in Ballwin, Missouri. The event returns for its 18th year and features a 15 km trail race held on single-track trails. The course includes uphills, downhills, switchbacks, and some flat sections.
Logistics and extras
The published entry fee for the 15 km trail race is $64; the price increases after January 13, 2026. Packet pickup is offered the Thursday before the race at Big River West County, 13969 Manchester Rd., Manchester, MO, and on race morning at the Castlewood State Park Special Events Area. Finisher items for 2026 will include a sweatshirt and a finisher medal; designs are to be announced. Finisher photos and videos will be available. Post-race provisions include BBQ, snacks, and beer for participants aged 21 and over, and live music is planned subject to weather. Live runner tracking will be available via mobile and social media channels. The race is part of the Big River Trail Series. Visit the organization's website for the most recent information.