Trail Running calendar near Matoaca 2026-2027

Night Owl 9k at Freedom Park in Williamsburg VA is a night trail race over single track, fire road and paved trails with rolling hills and technical sections. Post race activities include pizza, beer and wildlife education.

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.

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 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.

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.

Experience an engaging 8 mile trail race through the winding singletrack of Fredericksburg. Navigate rolling hills and punchy climbs in this focused event supported by the local running community.

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.

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.

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.

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.

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.

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.

Run scenic looped trails at Medoc Mountain State Park with single track, varied hills and a summit loop in 5 and 10 mile options. Limited to 500 runners, the race offers shirts, unique medals and hearty postrace soup and hot dogs.

A trail endurance event at Powhatan State Park centered on a 2.7 mile loop with about 60 feet of elevation per lap. Multiple formats include an eight hour individual, a four person relay, an eight hour hiker and a timed Parent Loop.

A 24 hour endurance race at Greensprings in Williamsburg on October 24, 2026. Runners complete certified 2.215 mile loops on a mainly flat crushed gravel trail while supporting The Arc in Williamsburg.

A 50K trail race at The Mariners' Museum Park in Newport News offering a solo 50K and relay teams of two to six, run as six laps on the Noland Trail with access to the Mariners' Museum Fall Festival.

Lake Anna Turkey Trot at Lake Anna State Park on November 27, 2026 offers 5k, 10k and half marathon courses. The 5k is a trail run while the 10k and half are half trail and half paved; walkers are welcome.