Trail Running calendar near Crozet 2026-2027

Run through the scenic vineyards of Barrel Oak Winery on a challenging cross-country course with hills and gravel paths. Runners receive a finisher's medal, tech shirt, and a glass of wine, with proceeds supporting veterans. A virtual optio..

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.

The Promise Land 50K takes runners through the Virginia landscape starting and finishing at the Promise Land Youth Camp. The course features five aid stations, with two visited twice for support. The event is scheduled for April 25, 2026.

A 5K trail run and walk on private property near Amissville, Virginia, benefiting the Chefs For Kids Foundation. The mostly dirt course has gentle hills; registration includes a race T-shirt, bib, and post-race refreshments.

The Perfect Day 50K takes place on the Massanutten Western Slope in Keezletown, Virginia. Runners can compete individually or as part of a two or three person team on a Saturday in May. The event offers a full day on the trails.

Event Overview The Freight Train Ultra Marathon is a multi-distance trail running event held at High Bridge Trail State Park. It offers a half marathon, 50k, and 100k distance. The event takes place in early May. Course Details All races st..

Event Overview The Trail Running Events at Dominion Energy Riverrock is a series of trail races taking place over three days in May. All events start and finish at the Belle Isle Parking Lot in Richmond, Virginia. The Races Three separate t..

A demanding 100-mile trail ultra through the rocky Massanutten Mountains, featuring over 18,000 feet of climbing. Known for its friendly aid stations and well-marked course, it takes place in Virginia's Shenandoah Valley.

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..

West Virginia Trail Fest is a family friendly trail running festival each May around Snowshoe in Pocahontas County, with scenic forest and single track races for all ages. Enjoy kids activities, a historic train ride and community fun.

Run or walk a scenic off road 5K course along the Cacapon River and Lewis Farm. This benefit event supports local youth programs while celebrating the Wardensville Spring Fest with local food and creativity.

Event Details The Memorial Day 10K Run & 2 Mile Walk takes place on Monday, May 25, 2026, in Lynchburg, Virginia. It is organized by the Community Access Network (CAN) and is the seventh race in the 2026 Lynchburg Road Runners Race Seri..

Experience a scenic loop course through Sky Meadows State Park featuring views of fields and streams. This event offers 5k and 10k distances for both runners and walkers in the heart of Delaplane.

Tackle the historic Old Dominion 100, a classic ultramarathon loop through Virginia's Massanutten Mountains. The challenging course mixes roads and trails with 14,000 feet of climbing. Earn a silver buckle by finishing within 24 hours in th..

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..

Experience the natural beauty of Virginia at the Jackson River Scenic Trail Marathon. Run along the Jackson River with spectacular mountain views in a variety of distances including a full marathon, half marathon, 10K, and 5K.

Event Overview The Fauquier Education Farm 5K and Fun Run is a fundraising event for the Fauquier Education Farm, a 501(c)(3) organization. The organization's mission is to advance agriculture through education and best practice farming. It..

Run under the stars on an historic rail trail at High Bridge Trail State Park. Choose from a 50K, half marathon, or 5K, with hiker-friendly and new family options available. Prepare for a hot, cupless race where carrying water is mandatory.

Event Information The High Bridge Challenge involves completing a combination of distances from two separate running events: the Freight Train in May and the Night Train in June. Both events take place on the High Bridge Trail in High Bridg..

Run on the flat, scenic dirt trails of Leopold's Preserve in this 5k and 10k event. Participants receive a medal, shirt, and chip timing, with points counting towards several annual series. A virtual race option is also available.