Trail Running calendar near Richmond 2026-2027

Trail races near Leonardtown, MD on an ~10.5 mile loop around a 250 acre lake, offered as 17K, 34K, or 50K with two aid stations and a 100 runner limit.

A women only trail endurance event near Triangle VA offering 50K and 25K options, two roughly 15 mile loops, five aid stations, and a limited field with a 9 hour cut off.

The Naked Creek Trail Race offers 25K and 10K courses on the private, scenic trails of Panorama Farms in Virginia. Runners can experience wooded singletrack with views of the reservoir and Blue Ridge Mountains. The event provides a unique c..

A loop course at Twin Lakes State Park with multiple timed options from a 10 Mile to 48 Hour solo or relay, single aid station with hot food and gluten free choices, plus primitive camping and a Parent Loop 5k.

Run a scenic cross-country trail through Wilderness Run Vineyards. This event on March 21, 2026, features a 5K and a 1 Mile run, with post-race food, music, and a drink for participants over 21. Proceeds benefit St. Patrick School.

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.

A cross-country 5K and 1 Mile run at Wilderness Run Vineyards in Spotsylvania on March 21, 2026, featuring trail hills, on-site parking, a food truck and live music, drink tickets for adults, a 50/50 raffle, and awards across multiple age g..

A two-day women's trail festival in Williamsburg, VA with a competitive ten mile trail run plus an 8k and noncompetitive hikes, talks, and exercise classes. Proceeds support local charities and all finishers receive a medal and a T shirt.

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.

A looped trail event at James River State Park offering 10 mile, 50k, 50 mile and relay options, with varied singletrack and riverside flats and a loop-based finish system.

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.

Run a scenic, four-lap cross-country 10k at Southern Revere Cellars. Your registration includes chip timing, a tech shirt, and a post-race beverage. The event supports a local animal rescue charity.

Choose from three scenic vineyard runs at Delfosse Winery. Tackle challenging summits for rewarding views across the 3k, 6k, or 9k courses. Virtual participation options are also available.

Run Fest at Panorama Farms offers a day of trail racing and community celebration on April 18, 2026. Choose from a 4-mile trail race, a team relay, or a 1-mile fun run, followed by a festival with live music and local food. It's a chance to..

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.

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..

The Dominion Energy Riverrock Trail Running Events will take place in Richmond from Friday 15 May 2026 to Sunday 17 May 2026. You can run between 5 and 21 kilometers.

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..

Celebrate National Trails Day on a flat, scenic 5k course across the historic High Bridge. This event welcomes runners and walkers, with all proceeds supporting park programs. Every participant gets a hat, finishers earn a medal, and local..