40/50 Mile Challenge - Cliff Cave

Oakville, United States • 22 Aug 2026

40/50 Mile Challenge - Cliff Cave

The event is a continuous loop trail race held at Cliff Cave Park on a clearly marked 3.1-mile (5K) loop. The course follows the River Bluff Trail and passes wooded hillsides, limestone bluffs, and overlooks of the Mississippi River. Trail surfaces include packed dirt, crushed limestone, and natural singletrack with roots, short climbs, and a few technical sections. Elevation is more pronounced than flatter park courses, with rolling hills and bluff-side sections.

The format is continuous running until a chosen distance is reached or the time limit expires. The time limit is 12 hours. The start and finish are at the same central location each lap, and a fully stocked aid station is available on every loop. Runners may access personal supplies at a designated staging area near the start/finish. Crew access is permitted in designated areas and pacers are allowed per event rules. Medical and race staff are on site throughout the event.

The 40/50 Mile Challenge runs alongside The Next Loop Endurance Series on the same loop. Next Loop participants run on the hour while 40/50 Mile Challenge competitors run continuously and are scored separately. Registration is limited to maintain course quality and support.

Distances offered:

  • 40 Mile
  • 50 Mile

Location: Cliff Cave Park, 806 Cliff Cave Rd, St Louis, MO 63129 Visit the organization's website for the most recent information.

Race information

50 mi
50 Mile
40 mi
40 Mile
Visit the organization's website for the most recent information.
Trail runs nearby

Timed 3- and 6-hour loop races at Route 66 State Park near Eureka, MO on a measured 2.425-mile course with a 0.333-mile short loop. Cupless aid at the Forest Shelter; runners must bring hydration and lights.

A three-week night trail series in Wildwood, MO featuring three 10K races with increasing climb per mile. Organized by Terrain Trail Runners, the series includes finisher stickers, post-race refreshments, awards credits, and a cup-free sust..

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.

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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