Castlewood Cup

The Rockin' Rockwoods 53K and 1/2 Marathon is an annual trail running event held at Greensfelder County Park in Wildwood, Missouri. Featuring a challenging course on the scenic Green Rock Trail, the race includes a 53K ultra, a 1/2 marathon, and a 1/2 marathon ruck division where participants carry..

The Great Pumpkin Run in Washington, Missouri, is hosted at Drews Dream Pumpkin Patch, with the start and finish near the YMCA at 400 Grand Avenue. The event blends a trail run and a road race, featuring uphill sections and a unique requirement: participants carry a pumpkin for the duration. It offe..

DeClue Loops Trail Race is held in Greensfelder Park, Wildwood, Missouri. The race centers on the DeClue Trail, an 8.2-mile loop that begins and ends near the Visitor’s Center, run counter-clockwise. Runners choose from four distances: 8 miles (one loop), 16 miles (two loops), a marathon (three loop..

The Minnie Ha Ha 6 & 12 Hour Run is an annual timed ultrarunning event held at Minnie Ha Ha Park in St. Louis, Missouri. The race features 6- and 12-hour options on a USATF-certified, 1.17-mile paved loop course that winds through a mostly flat, wooded park with scenic views of the Meramec River and..

The Babler Bongo 15K Trail Race and 15K RUCK take place at Dr. Edmund A. Babler Memorial State Park in Wildwood, Missouri.This event features a challenging 15K loop course connecting several trails—Dogwood, Woodbine, Hawthorn, and Equestrian—with about 1,350 feet of elevation gain. It welcomes both..

The SKIPPO Trail Race is held in Castlewood State Park’s Special Events Area in Ballwin, Missouri. The event offers multiple trail distances: 10k, Half-Marathon, 30k, a 10k-Half Marathon Challenge, and a 40k Challenge that pairs the 10k and 30k. Originating in 2009 as a two‑loop 20k course known for..