Trail Running calendar near Charlottesville 2025-2026

Hone Quarry Ultra - Dayton, VA The Hone Quarry Ultra is a trail endurance race that begins and ends at Briery Branch in the Shenandoah Valley and enters the George Washington National Forest near the Hone Quarry Recreational Area. The cours..

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walke..

Run a 50 mile trail race at Hemlock Overlook Regional Park, following the Occoquan River and Bull Run through rolling forest and long bluebell stands. The event blends local Civil War history with a Trail Sisters approved, inclusive vibe an..

Explore scenic single and double track trails at James River State Park with distances from a 10 mile day race and a new night 10 mile to 50K and 50 mile ultras plus relays. Expect tough climbs, riverside flats, and a steep finish.

Mountain & Vine Vineyard 3k, 6k, & 9k takes place at Mountain & Vine Vineyards in Faber, Virginia (500 Delfosse Winery Ln.). The course loops the winery property: 3k is one lap, 6k two laps, and 9k three laps, delivering a hilly but scenic..

April 18, 2026, Sip & Stride 5k & 10k returns to Southern Revere Cellars in Louisa, Virginia, for a winery-style cross-country race. The 5k is two laps and the 10k four laps around the winery property, featuring mostly flat terrain with no..

Barrel Oak 3k & 6k is a cross-country running event at Barrel Oak Winery in Delaplane, Virginia. The course winds through vineyard grounds with gravel sections and rolling hills, and the 6k is two laps of the 3k route. Walkers and leashed p..

Hellgate 100K++ is a 66.6 mile winter night trail ultramarathon through the Blue Ridge near Natural Bridge Station, Virginia. Expect rugged, snowy terrain and a fierce challenge that doubles as a Western States 100 qualifier.

MMT 100 is a rugged, rocky ultramarathon on the Massanutten Mountains in Virginia’s George Washington National Forest, Shenandoah Valley. The 100-mile course includes short but steep climbs and more than 18,500 feet of total ascent, demandi..

The Old Dominion 100 Endurance Run, held in Fort Valley, Virginia, is a challenging 100-mile race featuring a diverse course that includes pavement, gravel roads, single-track trails, ATV trails, logging roads, rocks, streams, and mud. This..

Run under the stars in Prince William Forest Park on a rugged 25 mile loop once for 25 miles or twice for the 50 mile night challenge. Singletrack trails, stocked aid stations, and limited crew and pacer support.

Event The Night Train takes place on the High Bridge Trail State Park in Farmville, VA. Distance options listed by the organizer: 50K Half Marathon Half Marathon Hiker 5K Hiker 5K Registration closes Fri, Jun 19. The race is chip timed. S..

Event overview The 3H Trail Half Marathon + DHRT 50K is scheduled for Saturday, August 8, 2026, in King George, VA (4224 University Drive, 22485). The event features two races: 3H Trail Half Marathon Dahlgren Heritage Rail Trail 50K Regis..

Land Navigation Clinic : Roanoke, VA Odyssey Adventure Racing lists a Land Navigation Clinic in Roanoke, VA with sessions on March 29, 2025 and October 25, 2025. The offering is presented as a navigation clinic focused on land navigation sk..

The Grindstone Running Festival by Utmb will take place in Verona from Friday 18 September 2026 to Saturday 19 September 2026.

Explore scenic new hiking trails at Pocahontas State Park with options of a half marathon or 10k, both starting and finishing on the park's grass field. Pro chip timing and live results add a competitive edge to this fall trail run.

Halloween Horror 5k & 10k returns to Conway Robinson State Forest Park in Gainesville, VA, offering a forest trail race with a Halloween theme. The event features 5k and 10k distances, with the 10k being two laps of the 5k course. The loop..