Trail Running calendar near Cumberland 2026-2027

A hilly 3k 6k and 9k loop around Mountain and Vine Vineyards with chip timing, a finisher medal and a glass of wine. Points count toward several yearlong series and the event supports the local volunteer fire department.

A new spring trail running festival at Panorama Farms offers a 4-mile race, a 4-person relay, and a family-friendly 1-mile run. An after-party with local food, beer, and music follows, with drink proceeds supporting a local school program.

Four teams of eight runners will complete a 122.4 mile relay at Pocahontas State Park on April 24 and 25, 2026, with proceeds supporting Kids On The Move, a Sports Backers youth running program.

A **50K** trail race on April 25, 2026 near Bedford, Virginia, starting at Promise Land Youth Camp. The course mixes grassy roads and downhill single track with over 7,400 feet of total gain and aid at seven points.

Perfect Day 50K in Massanutten is a 50 kilometer event on May 2, 2026, at Massanutten Western Slope near Keezletown, Virginia. It offers individual entries and team options for two or three people with a listed price of $99 per person.

Freight Train Ultra Marathon in Farmville, VA offers 100k, 50k and a half marathon on a relatively flat rail trail that crosses High Bridge twice. The event includes aid stations, drop bag support at Prospect and a 19 hour limit for the 100..

Run for a cause on the scenic Virginia Capital Trail at the Motion for Justice 5K. This flat, paved course offers views of the James River and includes chip timing, a finisher medal, and a tech shirt. Awards recognize top overall and age gr..

Event Details The Memorial Day 10K Run & 2 Mile Walk takes place on Monday, May 25, 2026, in Lynchburg, Virginia. It is organized by the Community Access Network (CAN) and is the seventh race in the 2026 Lynchburg Road Runners Race Seri..

A community 5K on June 6, 2026 at High Bridge Trail State Park with an out and back route across the half mile High Bridge. Proceeds support park programs and participants receive a hat and finisher medal.

A night trail event on High Bridge Trail State Park near Farmville VA offering 50K, half marathon and 5K options including hiker and family entries. The course follows an old rail trail with aid stations, chip timing and a cupless policy.

The High Bridge Challenge pairs the Freight Train and Night Train on High Bridge Trail in Farmville, VA. Runners can combine distances across four combo options and receive a special handcrafted award for completing both races.

A cross-country 5k and 10k at Albemarle CiderWorks featuring chip timing, a finisher medal, technical shirt and a glass of cider; proceeds support Rikki's Refuge.

Run a scenic 5K or 8K on the trails of Creekside Farm Brewery in King George. Enjoy a post-race party with live music, a complimentary craft beer, and local food trucks. All participants get an event shirt and a souvenir pint glass.

Run with your dog at the Howlin' Coyote Canicross Trail Race in King George, Virginia. Choose between a 10K or a 1 mile event on varied terrain. Your entry supports the Friends of Caledon State Park.

Pocahontas Trail Festival at Pocahontas State Park on October 4, 2026 offers a Half Marathon and a 10k on redesigned trail loops with chipped timing. Water stations are near miles 3, 6 and 9 and awards are given by age group.

Two trail events at Smith Mountain Lake State Park start and finish at the Beach Pavilion. Courses use doubletrack trails with lake views, marked routes and support stations; park entry fees are included with registration.

Dodge zombies on a 5K trail run through the hills and woods of Camp Shenandoah. Each runner wears a flag belt representing three lives, aiming to finish as a Survivor. Every participant receives a themed medal at the finish line.

Explore Wintergreen’s scenic Blue Ridge single track on a timed, non competitive trek with 7 to 28 mile options and 10 hours to finish. Enjoy rocky overlooks, a post trek party with food, finisher shirt and patches and medal opportunities.

A trail race on the Chessie Nature Trail in Virginia on November 7, 2026 offering marathon, half, 10K, 5K and a 26.2 relay, all on smooth gravel and grass beside the Maury River with chip timing and finisher medals.

A multi-distance trail event in Montebello, VA on November 7, 2026, featuring 100K, 50-mile and 50K courses through Blue Ridge single track, old roads, and forest sections with a finish at Montebello Campground.