Trail Running calendar near Cumberland 2026-2027

Celebrate National Trails Day on a flat, scenic 5k course across the historic High Bridge. This event welcomes runners and walkers, with all proceeds supporting park programs. Every participant gets a hat, finishers earn a medal, and local..

A Backyard Ultra in Midlothian on June 13 and 14, 2026, with repeating 4.167 mile loops every hour. Proceeds support the Semper Fi Fund; the last runner standing wins cash and the Sword of Honor.

An evening trail event on the High Bridge Trail near Farmville, VA offering 50K, Half Marathon, 5K and hiker and family options. The course follows an old rail trail, is chip timed, cupless, and requires runners to carry water.

A paired challenge on High Bridge Trail in Farmville, VA, combining Freight Train and Night Train events into combo distances from 26k to 150k, with a special award for completing a chosen combo.

Experience a mud run featuring obstacles and trails in King George Virginia. With four mile and one mile options plus team challenges this event supports local community eye and hearing care services.

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.

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.

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.

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.

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.

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.

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.

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.

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.