Warren County
Trail Running Calendar near Warren County 2026-2027
Explore the top trail runs near Warren County for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Run or walk 5K, 10K, or a half marathon on scenic routes at Third Winchester Battlefield in Winchester, VA on August 8, 2026.
A 6K cross country race beginning and ending at Death Ridge Brewery, using parts of the Verdun Adventure Bound course. The event features varied trails, ponds and bridged streams, race shirts for early registrants, and awards with proceeds supporting..
September 2026
A 71 miles clockwise circuit of the orange-blazed Massanutten Trail with multiple aid stations, mandatory qualifications, and strict cutoffs on a rocky, high-ascent route.
Races at Shenandoah River State Park on September 19, 2026 offering a half marathon, 10K and two 5k courses including a hilly paved option and a trail option.
A campus 5K run/walk on September 19, 2026 in Middletown, VA, with online registration, set fees, age group awards, and proceeds supporting a scholarship and employee wellness initiatives.
SPEAR 50K is a 50 kilometer trail race on September 19, 2026 at Sherando Park in Stephens City, Virginia. It is part of the Sherando Park Endurance Athletic Runners summer trail series and lists details and registration on RunSignUp and Facebook.
Trail and bike events at Sherando Park on September 26, 2026 offering a 4 mile trail race, a one mile untimed fun run, and a 5.3 mile mountain bike time trial. Proceeds benefit the I'm Just Me Movement.
October 2026
A 110-mile trail ultramarathon in the Massanutten range with about 22,300 feet of elevation gain, a 48-hour limit, required second-half crew support, and multiple staffed and unattended aid stations.
Evenstar Ultras is a timed trail event at Shenandoah River State Park with 3, 6, 12 and 24 hour options on a 3.48 mile loop. Frequent returns to the main aid station reduce the need to carry heavy gear.
November 2026
Thanksgiving Day events at Sherando Park on 11/26/2026 include a 3.1 mile 5K plus a 100 m Tot Trot and two kids fun runs, each with specified registration windows and fees.
December 2026
A minimally marked 40.3 mile loop through the Massanutten Mountains that passes historic furnace ruins about halfway. The course has three aid stations, 6500 feet of climbing, and requires self navigation and self support.
January 2027
A supported point to point mountain training run of 32 miles that follows much of the first third of the MMT 100, with two aid stations, required car shuttle, limited club support, and recommended GPX and turnsheet navigation.
March 2027
The Elizabeth Furnace 50 km is a technical mountain trail race in the Massanutten range covering 30.5 miles and about 6,400 feet of ascent. Aid is limited with staffed stations near 10 and 22 miles so runners must carry personal supplies.
May 2027
Shenandoah Sky in Bentonville, Virginia on May 15, 2027 offers a Mountain 25K with 1700+ feet of climbing, an 8 Mile trail race, and an untimed 8 Mile hike through river, valley, and forest single track.