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Trail Running Calendar near High Ridge 2026-2027

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Explore the top trail runs near High Ridge for 2026-2027! We've gathered 38 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
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.
September 2026
Trail runs and a ruck event at Queeny Park on September 5, 2026. Events include chip timing, lap aid stations, finisher medals, age group awards, event shirts and backpacks.
An open 5K running event in Forest Park, Saint Louis, on 12 September 2026 with a $15 entry fee; the festival also features high school cross country competition and open registration from 23 April 2026.
Trail races in Greensfelder County Park offering a 53K, a 13.1 mile trail run and a 13.1 mile ruck on technical singletrack with stocked aid stations and a cup free policy.
Run the scenic Katy Trail with 5k 10k or half marathon options followed by a celebration at The Wine Cafe featuring whiskey sampling coffee and local donuts in St. Charles.
October 2026
A festive October race at Legacy Park in Cottleville offering 1 mile, 5K, 10K and virtual options with glow in the dark medals, costume encouragement, post-race food and awards across multiple age groups.
Experience technical trails and rolling hills at Greensfelder Park with distance options ranging from 8 miles to a 50K ultra. This cup free event features a repeating loop format through scenic Missouri woodlands.
A repeating loop backyard ultra at the New Town amphitheater in Saint Charles, Missouri, with a 4.17 mile runner loop and a 2.6 mile ruck division that includes weight minimums. Race proceeds support MSMDS research.
Timed six and twelve hour endurance runs on a USATF certified 1.17 mile paved loop at Minnie Ha Ha Park with aid station, chip timing, and finisher medals.
An annual open 5K at Jefferson Barracks Park in Saint Louis held alongside the Hancock Cross Country Invitational. The race welcomes all ages; registration opens August 1, 2026, with a $15 fee and closes on race day.
A 15 kilometer trail event at Dr. Edmund A. Babler Memorial State Park on October 24, 2026, offering both a foot race and a ruck division. Ruck participants must carry at least 20 lbs and receive a custom rucking patch.
A weekend trail event at Castlewood State Park offering 10K, half marathon and 30K options on October 31 and November 1, 2026, with challenge combinations and finisher awards.
November 2026
Timed trail event on 11/28/2026 at Turkey Ridge in Wildwood with a 1.8 mile loop and 347 ft elevation gain per loop. Two time categories let runners complete as many loops as possible in 2 or 4 hours.
Celebrate Thanksgiving in St. Louis with this annual running event featuring multiple distances from a half marathon to a kids dash. Enjoy chip timing designer shirts and custom medals for all participants.
December 2026
Trail running event in Wildwood, Missouri on December 5, 2026, featuring marathon, half marathon and a new Wildwood Trail F.L.A.T Out Tenkay route.
A December trail race at Broemmelsiek Park offering 5 and 10 mile options with post-race music, beer for 21+, snacks and a bonfire.
A winter trail series at Rockwoods Reservation near Glencoe, Missouri across three dates from Dec 19, 2026 to Feb 13, 2027. Events range from 4 miles and 8K up to a half marathon with finisher medals, shirts, chip timing and live tracking.
January 2027
A New Year’s Day 5K at Cliff Cave County Park in St. Louis, organized by Terrain Trail Runners, on beginner-friendly dirt trails with a cup-free, sustainability focus.
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