Trail Running calendar near Highlandville 2025-2026

We have found 9 Trailruns within 80 miles of Highlandville. See below where and when you can find the races.

The Firecracker Trek Branson is a trail running event held at the Ruth and Paul Henning Conservation Area in Branson, Missouri. It features 5K and 10K distances on a scenic yet challenging course characterized by technical rock and dirt single-track trails, rocky and rooty sections, and steps. The r..

August 2025

The Leaky Hourglass Ultra is a unique Last Man Standing running event held near Half Way, Missouri, about 20 miles north of Springfield. Runners complete 4.167-mile out-and-back laps on a chip-sealed rural highway featuring rolling hills and approximately 250 feet of elevation gain per lap. The twis..

October 2025

Trailfest, hosted by Fleet Feet Springfield, is a trail running event held at Two Rivers Mountain Bike Park in Highlandville, Missouri. Scheduled for October 5, 2025, it offers three race distances: 5K, 10K, and a half-marathon. The course features technical, rocky, root-filled, and hilly terrain, a..

November 2025

The 4 Fore 30 Infinity Backyard Ultra is an endurance running event held in Macks Creek, Missouri. Following the Big's Backyard Ultra format, runners complete a 4.1667-mile (6.7 km) loop every hour, starting at 7:00 AM, with each loop beginning precisely on the hour. Participants must finish each lo..

December 2025

Last Chance Ultra is an annual trail running event held in Springfield, Missouri, typically in early December. The race offers multiple distances including a 100-mile, 50-mile, 50K, and a 10-mile run, catering to a wide range of ultrarunners and trail enthusiasts. The event encourages participants t..

January 2026

The Bleak Midwinter Endurance Run is an annual timed endurance event held at the Sac River Mountain Bike Trails near Springfield, Missouri. Participants can choose from 12, 6, 3, or 1-hour run options on a new 4.15-mile loop featuring moderately technical single-track terrain with rocks, roots, and..

David's Trail Endurance Run is a challenging trail running event held in Mountain Home, Arkansas, near scenic Lake Norfork. The race offers three distances: 7K, 25K, and a demanding 50K course featuring over 5,000 feet of elevation change through a mix of single and double track trails in the Ozarks..

March 2026

The Hard Times Trail Run in Willard, Missouri, is known as the toughest footrace in Greene County. Held at Little Sac Woods Conservation Area, the event offers three distances: 8 miles, 25K, and 50K. The course is an 8-mile loop featuring over 1,000 feet of elevation gain, with runnable sections, ch..

April 2026

The Passion Play Trail Run, held annually at The Great Passion Play grounds in Eureka Springs, Arkansas, offers a unique running experience through scenic trails that are part of the Oz Trail System. Scheduled for April 4, 2026, the event features four distances: a Fun Run, 5k Trail Run, 5 Mile Trai..