Woodstock
Trail Running Calendar near Woodstock 2026-2027
Explore the top trail runs near Woodstock for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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.
A Halloween community event in Moorefield with costumed bike and trail races, family 1-mile events, and a kids race at the Hardy County Health and Wellness Center.
November 2026
Thanksgiving Day event in Stephens City VA featuring a 5K plus kids fun runs and a Tot Trot with set registration windows and no race day registration.
An annual Thanksgiving-weekend VHTRC group run: a scenic 25.3-mile, 5,800-foot loop in Shenandoah National Park visiting Whiteoak Canyon, Hawksbill, Skyland, and Stony Man.
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.
February 2027
A 30.3 mile training run along the middle third of the MMT from Signal Knob to Camp Roosevelt with two aid stations and limited entry.
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.
April 2027
Trail 5k, 10k and half marathon at Third Winchester Battlefield with chip timing, finisher medal, technical shirt, series points and a virtual option.
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.
Mountain trail ultramarathon in Virginia offering 100 mile and 100 km options on rocky singletrack with long cumulative ascent and a 36 hour cutoff for the 100 mile race.
June 2027
July 2027
A 29.75-mile trail ultramarathon in the southern Massanutten range with 5,700 ft of elevation change, six aid stations, and a mix of rocky climbs, woods, and dirt roads.
August 2027
Trail races at Third Winchester Battlefield offering 5k, 10k and half marathon options with a virtual race option and series points.
September 2027
A 33.3 mile loop in the George Washington National Forest with 6,150 feet of elevation gain, three aid stations, and a panoramic summit at Big Schloss.