The Skippo Trail Race

OCT-NOV
31-1
2026
A two day trail racing weekend at Castlewood State Park with 10k, half marathon and 30k options, notable stairs, weekend challenge combinations, finisher gear and age group awards.
31-1 Oct-Nov 2026
40 kilometers 31 kilometers 30 kilometers Half Marathon 10 kilometers

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The Skippo

The Skippo is a two day trail race weekend held at Castlewood State Park on October 31 and November 1, 2026. The event features trail loops that include a noted stairs section and offers multiple distance options across the weekend.

Distances

  • 10k
  • Half Marathon
  • 30k

The event staging area is in the park Special Events Area at 1401 Kiefer Creek Rd, Ballwin, MO. Packet pickup is available before the weekend at Big River Running Company West County and there is race day pickup at the park. A marked bag drop area near the start and finish is provided; participants are asked to label their bags.

There are weekend challenge options that combine Saturday and Sunday events, with a custom award for challenge finishers and recognition in the event Stairmaster listing. All entrants receive a custom long sleeve tech shirt. All finishers receive a Skippo mug, and finishers in the half and 30k also receive a custom medal. Top three in each 10-year age group receive custom awards.

Park capacity limits entries each day and changes or refunds are restricted. Complimentary finisher photos and videos are available. Sunday course cutoff is 1:00 PM and 30k runners must begin their final loop by 11:30 AM to remain on course. Visit the organization's website for the most recent information.

40 km
40k Challenge
31 km
10 / Half Challenge
30 km
30k
Half Marathon
Half Marathon
10 km
10k

Events nearby

Three 10K night trail races in Wildwood MO with increasing climb per mile across a three week series, organized by Terrain Trail Runners.
A loop based trail event at Cliff Cave Park on August 22, 2026, featuring a marked 3.1 mile loop along the River Bluff Trail with packed dirt, singletrack, and bluff views. Runners may repeat laps to reach distances from 5K to 50K.
A continuous 3.1-mile loop trail race at Cliff Cave Park with rolling hills, river overlooks, and a fully stocked aid station each lap. Options are 40 or 50 miles with a 12-hour cutoff and designated crew and pacer access.
Trail races at the Lewis and Clark Trailhead near St Charles include a 13.1 miles half plus separate 8 miles and 5 miles loops. Aid stations offer water and Tailwind and each runner receives a reusable cup at packet pickup.
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