Trail Running Calendar Virginia 2026-2027

Experience a cross-country run through the scenic grounds of Albemarle CiderWorks in Virginia. Choose between 5k and 10k distances or participate virtually followed by post-race cider at the orchard.

Experience a cross country race through Nottoway Park followed by a community picnic. This event features a three mile course and a kids fun run to celebrate the end of the summer season.

Run through the beautiful Fifty-Third Winery & Vineyard in Louisa, Virginia. This 5k and 10k event supports animal rescue and sanctuary efforts for local wildlife and farm animals.

Traverse the Iron Mountain ridgeline in the Jefferson National Forest with four race distances from 16 to 50 miles. Experience a mix of easy trail running and technical single track starting from Damascus Town Park.

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.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

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.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

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.

Trail event at Powhatan State Park with 10 mile and 5 mile running and hiking options along the James River. Part proceeds benefit the Friends of Powhatan State Park and a water station and post-event food sales are provided.

A 13.6-mile loop beginning and ending at High Knob Observation Tower, running mainly on Forest Service roads through the Mountain Fork watershed, with aid stations en route and proceeds supporting local trail maintenance.

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.

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.

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.

Run laps on a scenic 1-mile loop in Damascus Town Park. Choose from 3, 6, or 12-hour timed events, with overnight camping, live music, and food trucks creating a festival atmosphere.

A 10K in Norton, Virginia on October 3, 2026, that climbs from downtown to the 4,200 foot High Knob summit with over 2,000 feet of elevation gain. This is the 13th annual edition and registration closes October 1.

Experience a dog friendly trail race through the varied terrain of Caledon State Park. Run a 10K or 1 mile course with your leashed companion to support local natural resources and educational programming.

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 the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.