Trail Running calendar near Billings 2025-2026

The Butterflies and Blueberries 5k Trail Run/Walk, held in Billings, Missouri, is a unique trail event honoring Amaris Eliana Young. Taking place at Burton’s Blueberry Farm, the course features a scenic route through blueberry bushes, a challenging hill known as "bubble mountain," and fields signifi..

The Crane Broiler Festival Chicken Chase 5K is a community running event held in downtown Crane, Missouri, featuring a 5K trail run and a 1-mile run/walk. The 5K course primarily follows the city's smooth gravel public trail system, while the 1-mile route is mostly paved and stroller-friendly. The e..

The Leaky Hourglass Ultra is a unique Last Man Standing ultramarathon held in Half Way, Missouri, about 20 miles north of Springfield. The race features a challenging 4.167-mile out-and-back course on a chip-sealed rural highway with rolling hills and approximately 250 feet of elevation gain per lap..

Hit The Road, Jack! is a certified long-distance running event held on the Ruby Jack Trail in Carthage, Missouri. Scheduled for September 20, 2025, the race offers multiple distances including 5K, 10K, 15K, 30K, and a virtual run option. All courses are out-and-back routes entirely on the scenic Rub..

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 is known for its technical, rocky, root-filled, and hilly te..

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..

Last Chance Ultra is an annual trail running event held in Springfield, Missouri, offering a variety of distances including 100 miles, 100K, 50 miles, 50K, and a 10-mile race. Taking place over two days in early December, it provides runners a final opportunity to log miles and compete before the ne..

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..

The Hard Times Trail Run in Willard, Missouri, is known as the toughest footrace in Greene County, featuring an 8-mile loop course with over 1,000 feet of elevation gain. The course offers a mix of runnable sections, challenging climbs, thrilling downhills, small creek crossings, and some briars, wi..

The Passion Play Trail Run, held in Eureka Springs, Arkansas, offers a unique running experience on the scenic Great Passion Play Trails, part of the Oz Trail System. Scheduled for April 4, 2026, the event features four distances: a Fun Run, 5k Trail Run, 5 Mile Trail Run, and a Half Marathon Trail..

Last Person Standing by Flint Creek Endurance is a unique endurance running event held in Gentry, Arkansas. Participants run a 1-mile loop that must be completed within 20 minutes. The race starts early in the morning and continues with loops every 20 minutes until only one runner remains or no one..