Trail Running Calendar Virginia 2026-2027

Event Details The Dogwood Ultra Marathons are held every March at Twin Lakes State Park in Green Bay, Virginia. The event offers several formats: a 10 Mile race, 12 Hour, 24 Hour, and 48 Hour solo runs, and relay options for each time domai..

The Terrapin Mountain will take place in Big Island on Saturday 21 March 2026. You can run between 13 and 31 miles.

A cross country 4k and 8k around Twisted Oak Farm Brewery in White Post, VA with chip timing, water stations, and a virtual option. Points count toward multiple series including Back of the Pack and Sippin' Series.

A 5K trail event at Chanco on the James in Surry County offering run, walk, and hike options along woods and the James River; online registration closes March 19 and race day registration is available.

Experience a scenic cross country trail run through Wilderness Run Vineyards featuring a 5K and 1 Mile distance. Enjoy post race live music and refreshments at the winery to support St. Patrick School.

Event Details The Women's Trail Festival is a two-day event at Freedom Park in Williamsburg, VA, scheduled for a Saturday and Sunday in late March. The event features trail running and hiking options over two distances. Distances and Format..

This 41-mile mountain trail race loops through the George Washington National Forest, featuring waterfalls, cliffs, and 8,000 feet of climbing. With a strict field limit and remote course, crews are not permitted. Top finishers earn cash pr..

This fundraising 5K supports the Free Clinic of Central Virginia's efforts to rebuild after a fire. The event offers in-person and virtual options on a paved trail course in Lynchburg. Participants can also fundraise for free entry and othe..

Choose your challenge at UltraTrax Massanutten with distances ranging from 7 to 28 miles. Hike or ruck through the scenic Shenandoah Valley on a rugged course featuring forested singletrack and panoramic ridgeline views.

Experience a fast and flat trail run along the Rappahannock River in Fredericksburg. This 5k course features a smooth lollipop style loop with minimal elevation gain and scenic views starting from the local quarry.

Experience a 50 mile trail run along the scenic Occoquan River in Virginia during the peak of spring. This historic event features forested paths and the largest bluebell stands on the East Coast.

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

Run a memorable 14-mile point-to-point trail adventure from one Sheetz to another. This untimed event features themed aid stations with unique snacks, supports local charities, and provides useful swag like an insulated travel mug.

Experience the backcountry of Buchanan Virginia on the Glenwood Horse Trail. This event features a point to point course past historic mines and through technical rock gardens with a shuttle to the start line.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

Experience a flat and scenic run on 100 percent dirt trails along the New River and Chestnut Creek. With distances ranging from 10k to 100k, participants enjoy an out and back course through Virginia State Park terrain.

Run a scenic loop course along the James River in April. Choose your target distance from 10 miles to 50 miles, with a unique format that credits you as a finisher for any distance you complete. The event offers aid stations, pacers on long..

Experience the annual Union Half Marathon and Relay across two scenic trails in Big Stone Gap. Run through historic train tunnels on a USATF certified course while supporting local cross country and youth medical research.

Experience a scenic trail run or walk through the apple fields of Johnson's Orchard in Bedford. Support cancer wellness programs while enjoying mountain views, s'mores, and wine samples at this community fundraiser.

A 5K run and walk at Appomattox River Regional Park in N. Prince George on April 11, 2026. All participants receive a medal and awards will recognize top overall and age group finishers; early registrants receive T shirts while sizes last.