The Skippo Trail Race

Manchester, United States • 1-2 Nov 2025

The SKIPPO Trail Race takes place at Castlewood State Park’s Special Events Area in Ballwin, Missouri. It offers multiple trail distances: 10k, Half-Marathon, 30k, plus the 10k-Half Marathon Challenge and the 40k Challenge (10k and 30k). The event spans two days (November 1–2, 2025) to accommodate growing participation.

The course uses Castlewood’s scenic trails and features the park’s famous stairs, adding a notable challenge. A Saturday team competition invites groups of up to five to combine the three fastest times for a winning result. Castlewood’s natural beauty and varied terrain make it a popular local choice. Visit the organization's website for the most recent information.

Race information

40 km
40k Challenge - 10k and 30k
30 km
30k
21 km
Half-Marathon
10 km
10k
10 km
10k - Half Marathon Challenge
Visit the organization's website for the most recent information.
Trail runs nearby

Corps of Discovery Trail Races, hosted by the St. Louis Track Club, take place in the Weldon Spring Conservation Area near Saint Charles, Missouri. Runners choose from a 5-mile Clark Trail loop, an 8-mile Lewis Trail loop, or a Half Marathon that combines both trails for about 13.1 miles.The course..

The Labor Day Slay is a multi-distance running event held at Queeny Park in St. Louis, Missouri. Participants can choose from 5K, 10K, Half Marathon, or a 10K Ruck, with a shared-start format on shady, rolling Queeny Park trails.The course is fully marked, with aid stations every 3.25 miles and prof..

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..