Virginia
Virginia Trail Running Calendar 2026-2027
Explore the best trail runs in Virginia for 2026-2027! Our updated list features 139 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 14 mile untimed point to point trail run along the Dahlgren Railroad Heritage Trail that starts at one Sheetz and finishes at another. The event features unusual aid station snacks and practical finisher swag.
A forested 50 mile trail race in Clifton, VA on April 3, 2027, with an accessible course, a 13-hour time limit, and Trail Sisters approval.
A trail race on Price Mountain offering a 4.6 mile loop, a 14.2 mile course, and a virtual option; field limited to 150 runners.
Trail race at Third Winchester Battlefield on April 4, 2027 offering 5k, 10k and half with chip timing, finisher medal, technical shirt, walkers welcome and a virtual option.
An 8k (5 miles) trail run or hike in Freedom Park, Williamsburg on April 4, 2027, with one aid station, health talks, preordered box lunches, and finisher medals.
Trail races along the New River Trail in Fries, VA offering distances from 5K to 100 mile on dirt and crushed gravel with aid stations and specified gear rules.
Loop-format trail races at James River State Park in April offering 10 miles, 50K, and 50 miles with river sections, two aid stations, relays, and pacer options.
A trail weekend in Bristol VA with 50K and 25K courses featuring riverside trails, swinging bridges, aid stations, and chip timing by Zen Arcade Timing.
Runs through 50 acres of vineyards at Ingleside Vineyards with 5K and 8K chip timed courses, plus post race wine and live music.
Trail endurance race in Earlysville where runners repeat a timed 5K each hour for 6, 12, or 24 hours with tiered awards and a world leaderboard.
A 10-hour endurance walking challenge at Massanutten offering 7 to 28 mile loop options, rucking categories, timed miles, and venue-specific medals.
A festival of trail and cross-country running at Panorama Farms with a four-mile trail, one-mile relay and family-friendly mile plus post-race music and food.
A 50K trail race near Galax, Virginia with about 500 ft of vertical gain per 1 mile loop, mile-by-mile aid stations, a 16 hour cutoff, and on-site camping.
A multi-day trail relay at Pocahontas State Park featuring team formats, lakeside single-track loops, communal camping village, and on-site glamping and RV options.
A 24 hour solo and team running event in Hampton VA on a flat 3.75 mile dirt loop, USATF certified, with awards, shirts and fundraising for the American Cancer Society.
Promise Land 50k++ is an ultramarathon in Bedford, VA on April 24, 2027, with race results and reports from past editions available.
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.
Trail Demon is a technical forest trail event at Dirt Farm Brewing offering 5 km and 10 km routes, chip timing, awards, and race points for multiple series.
At Burke Lake Park Healthy Strides offers a paved, wheelchair accessible 5K, a 10K trail loop, a kids dash, packet pickup, timing, and finisher medals.
A 5 km trail race at Caledon State Park on May 1, 2027, part of the Friends of Caledon Race series and dog friendly with leash rules; fee supports park programs.