Virginia
Virginia Trail Running Calendar 2026-2027
Explore the best trail runs in Virginia for 2026-2027! Our updated list features 161 exciting trail runs across the region. Find your next trail run in Virginia below and join the trail community at these great events!
April 2027
A team trail relay at Pocahontas State Park featuring lakeside single track loops, camping village amenities, and team formats from sprint to ultra.
Participate as an individual or part of a team in this 24 hour endurance event on a flat nature trail in Hampton to support the American Cancer Society.
May 2027
Trail runs of 50 miles, 50K, 25K and 8 miles in Grayson Highlands State Park with noted elevation gain, cutoff times, and views of wild ponies.
A forest trail event at Dirt Farm Brewing in Bluemont offering 5k and 10k looped courses with technical terrain, water stations, timed results, and series points.
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.
Massanutten Mountain Trails 100 is a 100 mile trail ultramarathon in Virginia’s Massanutten Mountains with over 18,000 ft of ascent and a 36 hour cutoff.
A trail run of about 10k that features roots, gravel, rough terrain and low hanging branches. Water stops are self serve and participants must bring their own hydration; wave starts are used to manage trail volume.
A scenic Sky Meadows trail event where the 5k is a single loop and the 10k is two laps; walkers welcome and a virtual option is available.
A 24 hour Backyard Ultra on Mason Neck near Lorton, VA with hourly 4.167 mile loops up to 100 miles, a single aid station, and a 100 runner limit.
June 2027
Point to point ultras on the Virginia Creeper Trail with long downhill sections, 50-mile and 55K courses, and a 25K Pepsi Challenge finishing in Abingdon.
An in-person 5K at Panorama Farms in Earlysville with a virtual 5K option, plus nonprofit and veteran business table applications; proceeds support local veterans and military families.
A looped endurance event at Windsor Castle Park with a 5 km course, 10 hour main event plus 5 hour, 2 hour, and one lap 5 km options.
Nighttime trail ultrarun at Prince William Forest Park offering 50 mile and 25 mile options, strict cutoffs, required lights and mandatory hydration.
Trail events in Galax, VA offering 100 and 50 mile races over steep private trails with 60 hour cutoffs, aid every mile, and camping for runners and crews.
A night-time race at High Bridge Trail State Park on June 19, 2027 offering 5k, half, 50k and 100k courses with aid stations, drop bags, pacer options and finisher prizes.
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
A limited-field trail ultrarun in Jefferson National Forest offering a roughly 60 km course with a 50 km Party Route, three aid stations, and required self-sufficiency.
Trail ultrarace at Crystal Springs Recreation Area with looped distances to 36 miles, a cupless format, required shuttle service, and a limited low cost Leftover Option.
September 2027
Trail race in Damascus, VA with 16, 30, 40, and 50 mile options on technical single-track and ridgeline trails; the course is modified after Hurricane Helene.