Highlandville
Trail Running Calendar near Highlandville 2026-2027
Explore the top trail runs near Highlandville for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A five kilometer trail run and a one mile run or walk in downtown Crane, Missouri, hosted by Discover Crane with proceeds to the Crane City Pool. Packet and T shirt pickup available; register by August 2 to guarantee a shirt.
Trail races of 5k and 10k run through the Ozark Mountains at Howler Bike Park on August 29, 2026. The routes cross rugged, uneven trails and pass native rock and forest features.
September 2026
Little Heroes Park in Walnut Shade, MO holds a running event on September 26, 2026 offering a 2K fun run and a hilly 5K; registration runs May 18 to September 26 and the entry fee is $35.
October 2026
Experience a technical trail event in Highlandville featuring 5k, 10k, and half marathon distances. Participants enjoy a hilly course followed by a post race celebration with local craft beer and walking tacos.
November 2026
Trail runs at Dogwood Canyon Nature Park feature 15K, 25K and 50K courses through wooded, hilly terrain with streams and rocks. The weekend includes aid stations, race shirts and medals, plus challenge options to run both distances.
December 2026
A trail ultramarathon weekend near Springfield, MO with looped courses from 10 miles to 100 miles, onsite camping, a single basecamp aid station, and a 32 hour cutoff.
January 2027
Timed endurance event on a 4.15-ish mile single-track loop in Springfield, MO with 12, 6, 3, and 1 hour options and on-site aid.