Trail Running Calendar Virginia 2026-2027

A 10 mile out and back event at Smith Mountain Cooperative Wildlife Management Area in Sandy Level, Virginia, with an elevation gain of 1,991 ft. Participants choose from three load options with specified dry weights.

An annual community event combining a 5K and obstacle course at EastLake Community Church in Moneta, VA, with proceeds supporting Smith Mountain Lake Christian Academy.

A July 4 event at the Historic Crab Orchard Museum Corn Maze featuring an approximate 5K competitive race and a one lap Fun Run and Puppy Parade with dogs allowed on leash; registration opens in April 2026.

A 10 hour loop event at Windsor Castle Park in Smithfield VA on a 3.1 mile trail with about 150 ft gain per loop. Event options include 10 hour, 5 hour, 2 hour and a one lap 5k and rucking is allowed.

Wine 4 Wildlife 4 Miler is a four mile vineyard event in Goodview VA with on-site and virtual options. Winners are chosen by closeness to a predicted finish time and all finishers receive a wine-stopper medal redeemable for a free glass.

A just under 50 km trail run in the southern Massanutten range with about 5,700 ft of elevation change, six aid stations, and a start and finish at the Route 211 parking area. Entry is limited to 75 runners.

Experience the West Side Quarry trail race along the Rappahannock River in Fredericksburg. This 10k course features a steady climb and rolling hills with 426 feet of elevation gain for a dynamic running experience.

Experience a fun mud run at Virginia Motorsports Park featuring a dozen obstacles and waist deep mud pits. This untimed event focuses on enjoyment over competition and welcomes participants of all backgrounds to join the post race party.

Experience a scenic run through the 868 Estate Vineyards in Purcellville. Choose between 5k and 10k distances or participate virtually for an afternoon of outdoor activity at a Virginia vineyard.

Trail runners and hikers can choose from an 8-mile race, a challenging 25k mountain race, or an 8-mile hike at Hungry Mother State Park. The event finishes with awards, music, and games in a scenic setting with camping options.

Farm Strong OCR is a farm inspired obstacle course in Rocky Mount on August 1, 2026. The chip timed event includes more than 20 obstacles, a t-shirt, live bluegrass music, and a free kids course for ages 12 and under.

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.

Experience a scenic out and back race on the mostly flat Dahlgren Railroad Heritage Trail. Choose between a half marathon or 50K distance and enjoy a well supported course featuring finishers medals and cash prizes.

Trail ultrarace at Crystal Springs Recreation Area near Wytheville, VA, featuring looped courses including a 12.8-mile loop with significant elevation and a 2.1-mile Crystal Springs Loop. Limited parking requires a shuttle and the race is c..

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 12 hour endurance run at Oak Grove Lake Park made up of repeated 1.5 mile unpaved loops. The tree lined, flat course includes lake and forest scenery and is limited to 60 runners with no waitlist.

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 5K trail race in Norton, Virginia, held on the City of Norton’s Flag Rock Area Trails within Flag Rock Recreation Area as part of the High Knob Outdoor Fest Aug 8 to 15, 2026. Proceeds support the festival.

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.

Experience the Leopold’s Preserve 5k and 10k in Broad Run Virginia. This Sippin Series event welcomes both runners and walkers for a scenic race through the preserve in collaboration with the Farm Brewery at Broad Run.