Trail Running calendar near Cumberland 2025-2026

The Bivanna Trail Extravaganza is a trail running event held in Charlottesville, Virginia, featuring multiple race distances on the scenic Rivanna Trail. Participants can choose from a 40-mile full loop, a 20-mile half loop (Demibivanna), a..

2025 Wilderness Run 5k & 10k The event takes place on October 18 at Wilderness Run Vineyard in Spotsylvania, VA (11109 Plank Rd; GPS 38.325153, -77.719921). It features cross country trail courses with hills. The 5k is an out-and-back o..

The Deep Hollow Half Marathon & 5K Trail Race takes place at Hydaway Outdoor Center in Lynchburg, Virginia. It offers a Half Marathon (13.1 miles) on primarily single-track trail with some forest roads, and a 5K (3.1 miles) out-and-back on..

Event overview The Piedmont 8 Hour is scheduled for October 18, 2025, at Powhatan State Park in Powhatan, VA. The event returns for year 10 and uses a 2.7 mile loop with about 60 feet of elevation change per loop. Event formats listed inclu..

The Heart of Virginia Council Glow Trail Run 5K is a unique nighttime trail running event held at Camp Brady Saunders in Maidens, Virginia. This family-friendly race welcomes participants of all ages and is open to everyone, not just Scouts..

Run the Chessie : October 25, 2025 Run the Chessie takes place on the Chessie Nature Trail at the southern end of the Shenandoah Valley, linking Lexington, Virginia, and Buena Vista along the Maury River. The event offers multiple race opti..

Run For Your Life 5k is a cross-country 5K Run/Walk held at Verdun Adventure Bound in Rixeyville, Virginia (17044 Adventure Bound Trail). The race takes place on Verdun’s cross-country course across a 67-acre woodland setting, offering a tr..

The Crozet Trails Crew 5K/10K Trail Run + Family Fun Run is a fundraiser in Crozet, Virginia hosted by the Crozet Trails Crew. The course starts and ends at Crozet Park, following rustic trails east of the park with roots, rocks, and ruts...

Shenandoah Zombie Run is a 5K running event held at Camp Shenandoah in Swoope, Virginia. The course weaves through Camp Shenandoah’s hills and woods along Little North Mountain, offering forest trails as runners dodge zombies. Each particip..

Andy’s Backyard Ultra is a last-person-standing ultramarathon held at Teventrails in Earlysville, Virginia, about 14 miles northwest of Charlottesville. The event uses the Backyard Ultra format: competitors must complete a 4.17-mile lap wit..

Event overview The Indian Fields Tavern/5 Fields Brewing Co. Low Key Halloween Haunts takes place on Sunday, October 26, 2025, in Charles City, Virginia. The event offers two distances: 5k 10k The published entry fee is $20. The entry inc..

Test your limits at the Great Eastern Endurance Run at Sherando Lake in the Blue Ridge Mountains on November 1, 2025. Choose 10, 20, or 40 miles of rugged single track, jeep roads, and scenic ridgelines for a true mountain trail experience.

Mountain Masochist Trail Run - Montebello, VA (Nov 1, 2025) The event offers these distances: 100K 50 Miler 50K The event takes place in Montebello, Virginia, with the course beginning and ending at the Montebello Campground. The listed a..

Ultra Race Of Champions is a mountain trail event held at Sherando Lake Recreation Area in the Blue Ridge Mountains of Virginia. Runners can choose from 40 miles, 20 miles, or 10 miles, with all races starting and finishing at the same venu..

Harvest Hustle 10k at Walnut Creek Park in North Garden, VA, offers a cross-country trail race with a 5k option as well. The course weaves through park woods with elevation changes, rocks and roots. The 10k features three water stations at..

Valley View Mike Donahue Memorial 5 Miler is a 5-mile trail race at Hydaway Outdoor Center in Lynchburg, the second event in the Fall Liberty Mountain Trail Series. The course runs on single-track trails and mountain roads within the Libert..

The Lake Anna Turkey Trot Half is a scenic and challenging running event held at Lake Anna State Park in Spotsylvania, Virginia. It features three race distances: a 5k trail run, a 10k that is half trail and half paved road, and a half mara..

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..

Freight Train 100k/50k : Farmville, VA The Freight Train event in Farmville, Virginia offers multiple distance options on a rail trail that runs through High Bridge Trail State Park. The event uses the Train Station at 510 W. 3rd Street as..