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Virginia Trail Running Calendar 2026-2027

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Explore the best trail runs in Virginia for 2026-2027! Our updated list features 136 exciting trail runs across the region. Find your next trail run in Virginia below and join the trail community at these great events!

November 2026
A 24 hour ultra at Riverside Park in Lynchburg, VA that uses a single 0.84 mile paved loop. Runners can enter solo or as a team and compete over a published 100 Miles distance while passing the same start and aid area each lap.
A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.
November 7, 2026 races on the Chessie Nature Trail in Virginia including marathon, half, 10K, 5K and a 26.2 relay on a flat gravel and grass rail trail.
Autumn ultramarathon in Montebello, VA featuring 100K, 50 mile and 50K courses over single track, dirt roads and ridge country with aid stations.
Experience the only race held on the scenic Noland Trail in Newport News. Runners can tackle the 50 km distance solo or as a relay team while enjoying a post race festival with live music and tastings.
Trail and paved 5k and 10k at Burke Lake Park with chip timing, finisher medal and technical shirt; virtual entry and series points available.
A 5 mile trail race at Hydaway Outdoor Center in Lynchburg, VA, the second event in the Fall Liberty Mountain Trail Series held in memory of Major Mike Donahue.
Community 5K and 1K Fun Run in Abingdon on November 7, 2026 supporting Alvarado Bible Church youth headed to the 2027 ARISE conference.
Trail 5k and 10k at Walnut Creek Park supporting Rikki’s Refuge, with chip timing, finisher medal, technical shirt and a virtual option.
A mountain 5K at Massanutten Resort with over 1000 feet of climbing and cash prizes for the top male and female finishers.
Community 5K and 1-mile kids run at Clarke County Parks & Recreation with chip timing, course support, awards, and a food drive on November 14, 2026.
Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.
Trail races at Hemlock Overlook in Clifton VA on November 15 2026, with 5.2 mile and 9.5 mile options on riverfront hiking trails and park facilities.
Cross-country 3k and 6k at Barrel Oak Winery with chip timing, finisher medal, event shirt, virtual option, and proceeds benefiting Warriors Ethos.
Late-fall trail event in Chesterfield for firefighters and law enforcement, offering 5K runs, a 5K ruck, and a 10K through wooded terrain.
Trail and virtual options on November 21, 2026 in First Landing State Park with chip timing, finisher medals, age group awards, and proceeds to a memorial fund.
A cross-country 5K and one mile fun run at Ida Lee Park in Leesburg on November 21, 2026, featuring a long sleeve shirt for pre-registered 5K runners and a finisher medal for one mile participants. Donations for Loudoun Hunger Relief are requested.
A community cross-country 5K in Herndon with commemorative shirts for the first 400 pre-registrants, age group awards and a food drive supporting LINK.
Community 5K on the Mendota Trail with river views; proceeds split equally between Mendota Kids Club and St. Jude.
Trail race at Riverbend Regional Park near the Potomac offering 5 mile and 10 mile loop options with riverside singletrack, aid stations, and post race food.
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