Trail Running calendar near Cumberland 2025-2026

The Great Eastern Endurance Run returns to Sherando Lake on November 1, 2025 after a 15 year hiatus. Choose 40 mile, 20 mile or 10 mile routes over technical singletrack, jeep roads and ridgelines for a true Blue Ridge mountain challenge.

Lace up for the Trailblazer Trot 5K and Monster Mile, a costume friendly autumn run that raises funds for CTEC student scholarships. Runners and walkers are welcome for spirited racing and post race awards.

The Ultra Race Of Champions will take place in Lyndhurst on Saturday 1 November 2025. You can run between 13 and 50 kilometers.

Run through history in the Breakthrough Trail 5K at Pamplin Historical Park in Petersburg on November 1, 2025. This scenic run/walk threads historic battlefield trails over gravel and dirt, promising a memorable and rewarding finish at the..

Tackle rugged mountain trails in Montebello, VA with 100K, 50 Miler and 50K options across single track, dirt and gravel in the National Forest. Enjoy aid stations, a pre race briefing and a finishers meal after a scenic but demanding cours..

Run the new cross country trail at Walnut Creek Park with rocky, rooty climbs and scenic fall views in 5k or 10k on November 2. Chip timing, finisher medals and tech shirts, with proceeds benefiting Rikki's Refuge.

Run the Valley View Mike Donahue Memorial 5 Miler at Hydaway Outdoor Center in Lynchburg for scenic single track and mountain road trails. A virtual option lets you join the Fall Liberty Mountain Trail Series from anywhere.

Celebrate the 30th Chesterfield Alumni Run on Thanksgiving at Pocahontas State Park with a free community XC 5k and kids fun run with gingerbread cookies. Stay for giveaways and optional donations to support local track and cross country.

Celebrate Thanksgiving at the Lake Anna Turkey Trot on November 28, 2025 at Lake Anna State Park. Run a 5k, 10k or half marathon on scenic trail and road courses with a tech shirt, finisher medal and chip timing, or join virtually.

Run the scenic High Bridge Trail in Farmville on December 6 with options from half marathon to a challenging 100k. Flat rail trail, aid stations, finisher awards and a friendly small race vibe for newcomers and ultrarunners.

The Run for Valor 10K is a trail running event held at Valor Ranch in King George, Virginia. The race features a 10K run, a 10K weighted ruck, a 5K run, and a 1-mile fun run/walk suitable for all ages and paces. The course traverses farm tr..

Run the Freight Train on Saturday December 6 2025 in Farmville Virginia, with distances from half marathon to 100K on a scenic rail trail. Cross the iconic High Bridge twice and earn a handcrafted pottery finisher award.

The Tinsel Trot 10k in Louisa, VA, is a festive cross-country running event held at Southern Revere Cellars. The course loops around the winery property, with the 10k consisting of four laps and the 5k two laps, featuring gentle terrain wit..

Run the Pocahontas 5k, 10k or half marathon on Dec 13 along the scenic Bright Hope Trail in Pocahontas State Park. Walkers and virtual runners welcome with chip timing. Finishers get a coin and shirt and proceeds benefit Operation Turbo.

Join Willis River on Jan 4, 2026 at Bear Creek Lake State Park for free 20K, 35K and 50K trail runs. Expect stream crossings, rolling hills and wet, rugged trail on a friendly, casual fat ass style event with shared packaged snacks.

Hit the trails on January 10, 2026 in Palmyra VA for the Burke Creek Barn Burner, offering 5K and 15K trail distances. Enjoy on site coffee, finish line food and awards for a fun community race organized by the CATs.

Take on the Dahlgren Trail Half Marathon on January 31, 2026 in King George VA, a flat and scenic out and back along the Dahlgren Railroad Heritage Trail ideal for a fast, enjoyable run. All finishers earn a custom medal and well spaced aid..

Take on the Arctic 5k on February 7, 2026 at Hydaway Outdoor Center in Lynchburg VA, a 3.1 mile trail run over single track and forest roads. Part of the Liberty Mountain Trail Series, it features awards, a guaranteed giveaway t shirt for e..

Challenge the figure 8 trails at Lake Anna State Park in the 18th annual ICY 8, featuring an 8 hour adventure trail run and a Half Marathon+ on a looped course. Runners and hikers are welcome with scenic single and double track and generous..

Hit the scenic hilly 5k or 10k across historic Chancellorsville and Wilderness battlefields on February 14, 2026. Walkers welcome, proceeds benefit Semper Fi and America's Fund, and finishers enjoy a beer or wine plus a commemorative medal.