Trail Running calendar near Dayton 2026-2027

A small, early August looped event in Crozet, VA featuring five steep gravel laps totaling 29.0 miles and about 7,610 ft of elevation gain, limited entry, basic aid, and shuttle parking.

A race day at Third Winchester Battlefield on August 8, 2026 offering 5K, 10K, and half marathon distances plus virtual options and tiered registration fees; walkers are welcome and courses pass through battlefield scenery.

A remote trail event on routes near the Wild Oak Trail, held on a roughly 60 km course with a 50 km party option. The route has about 8,000 feet of climbing, limited aid stations, minimal course markings, and a restricted field size.

A 3.1 miles obstacle course through Thomas Jefferson’s Poplar Forest with elite, team, corporate and non-competitive waves. Entry fees support Poplar Forest education and elite competitors must complete all obstacles to qualify for prizes.

A 5K and 10K event at Leopold’s Preserve in Broad Run on August 23, 2026, offering in-person and virtual options and included in the Sippin Series with the Farm Brewery at Broad Run.

Trail-style 5K and 10K at Dirt Farm Brewing in Bluemont, VA on August 29, 2026, featuring rugged terrain, steep climbs, and virtual entry options with medals and shirts.

A 5k and 10k cross-country run at Albemarle CiderWorks on August 30, 2026, with virtual participation options. The course is new for 2025 and cider will be available after the event.

A road race at Fifty-Third Winery in Louisa, Virginia on September 5, 2026 offering 5K, 10K and several virtual options, with proceeds benefiting Hooves & Paws Animal Rescue.

A 71-mile, orange-blazed circuit on the Massanutten Trail with rugged, rocky terrain, multiple aid stations and two drop bag options, strict qualification and entry limits, and enforced cutoffs.

Experience the mountain trails of Douthat State Park with four race distances ranging from six miles to a 50K ultra. Runners will navigate waterfalls and climbing sections within the scenic Virginia State Park Adventure Series.

Experience a historic 10k mountain run through an original Swiss settlement trail in Helvetia West Virginia. This long running event coincides with the community fair and celebrates Swiss heritage in the heart of the mountains.

A multi-distance trail running festival in the Shenandoah Valley offering 100M, 100K, 50K and 21K races on technical mountain terrain with UTMB World Series and Western States qualification.

Woodstock Warrior is a looped trail event at Seven Bends State Park near Woodstock, VA offering 10 mile, 50k, 50 mile, 100 mile and Last Man Standing Ruck distances on mixed terrain. Each loop is about 10 miles with roughly 1600 ft of gain.

Join the 7th annual Trails 4 Miles for a fall challenge at Sherando Park. Choose from a mixed-surface 4-mile trail run, a new mountain bike time trial, or a one-mile fun run/walk. All proceeds support the I'm Just Me Movement.

A 33.3 mile single-loop trail run in the George Washington National Forest with 6150 feet of elevation change. The route includes three aid stations and a climb to Big Schloss with broad 360° ridge and valley views.

A 110 mile trail ultramarathon in the Massanutten range with 22,300 feet of elevation gain, a 48 hour limit, required second half crew support, and limited course markings and medical services.

Experience a technical trail race with your dog at a scenic equine rehabilitation facility in Virginia. Enjoy distances from 1.25 miles to 10K followed by a finishers festival with food trucks and a biergarten.

Experience a flat and fast race through West Virginia at the Greenbrier River Trail Marathon. This scenic event offers full and half marathon distances within the beautiful Cass Scenic Railroad State Park.

Experience a three day trail running series in the Monongahela National Forest. Cover distances of 50 km, 50 miles, and a half marathon along the Eastern Continental Divide during the autumn season.

A weekend of obstacle races at Massanutten Resort on October 24-25, 2026 with Sprint 5 km, Super 10 km and kids races on mountain trails featuring rocky terrain and steep climbs. Team entries can secure the same start time and eligible staf..