Trail Running calendar near Dayton 2026-2027

A rugged multi-lap 29.0 mile event near Crozet, VA featuring about 7,610 ft of climb on a steep gravel road. Entry is limited to 65 runners, carries a small fee, and operates with a waitlist.

A scenic Winchester VA event on August 8 2026 offering 5K, 10K, a half marathon and virtual entry options with medals and shirts available.

A low key trail run in Jefferson National Forest on a roughly 60 km loop with three aid stations and a shorter 50 km Party Route option.

A 6K cross country race beginning and ending at Death Ridge Brewery, using parts of the Verdun Adventure Bound course. The event features varied trails, ponds and bridged streams, race shirts for early registrants, and awards with proceeds..

A 3.1-mile obstacle course through Thomas Jefferson’s Poplar Forest with elite, team, corporate and non-competitive waves. Entry fees support Poplar Forest educational programming and packet pickup is available the day before at the service..

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

Trail event at Dirt Farm Brewing in Bluemont VA offering 5K and 10K courses over rugged terrain with virtual entry options on August 29, 2026.

A cross country 5 km and 10 km at Albemarle CiderWorks in North Garden, VA on August 30, 2026, offering in person and virtual entries plus post race cider.

Annual running event at Fifty-Third Winery & Vineyard in Louisa VA offering 5 km and 10 km races plus virtual options to benefit Hooves & Paws Animal Rescue.

A 71 miles clockwise circuit of the orange-blazed Massanutten Trail with multiple aid stations, mandatory qualifications, and strict cutoffs on a rocky, high-ascent route.

Trail races at Douthat State Park featuring a roughly 13-mile loop used for a 50K, marathon, half marathon, and a six-mile race, with multiple aid stations, loop-based finisher rules, and limited field sizes.

A 5K running race hosted by Hartwood High School Cross Country on September 12, 2026 in Stafford, VA. It is the first annual StallionsXC Open and serves as the opening race of the Stallion Invitational, with high school races afterward.

A 10k mountain trail race through the historic Swiss settlement area of Helvetia, West Virginia, held each September alongside the Helvetia Fair.

A multi-distance trail event in the Shenandoah Valley with technical mountain courses and qualification opportunities for UTMB World Series Finals and Western States.

Woodstock Warrior is a looped trail event at Seven Bends State Park near Woodstock, VA, with a roughly 10 mile mixed terrain loop and race distances from 10 miles up to 100 miles. It is organized by G.O.A.T. Trail Running.

Races at Shenandoah River State Park on September 19, 2026 offering a half marathon, 10K, two 5K options and virtual entries with medal and shirt choices.

A campus 5K run/walk on September 19, 2026 in Middletown, VA, with online registration, set fees, age group awards, and proceeds supporting a scholarship and employee wellness initiatives.

Trail races on Cedar Mountain include canicross, a dog friendly 5k, a trail run without dogs, and a virtual option, with awards for top finishers and a traditional hunt breakfast.

Trail race at Brushy Hills near Lexington VA offering a 9 mile route with 2000 ft gain and a 4 mile option; proceeds support local trails and school teams.

SPEAR 50K is a 50 kilometer trail race on September 19, 2026 at Sherando Park in Stephens City, Virginia. It is part of the Sherando Park Endurance Athletic Runners summer trail series and lists details and registration on RunSignUp and Fac..