Trail Running Calendar Virginia 2026-2027

Join the Trail Demon 5k and 10k at Dirt Farm Brewing in Bluemont, VA on April 4, 2026, with in person or virtual entries. Expect technical forest trails, a finisher medal, tech shirt, chip timing and a post race beer.

Run the scenic, flat New River Trail on all dirt out and back courses offering 10K, 25K, 50K and a 100k with a finisher buckle. Aid stations support runners but this is a cupless race so bring your own bottle or cup.

Tackle rugged single and double track trails at James River State Park on April 11, 2026. Run 10 mile loops in 10 mile, 50k or 50 mile races with big climbs, river views and a 16 hour cutoff for an epic trail challenge.

Run the Union Half Marathon and Relay in Big Stone Gap on April 11, 2026 along the scenic Greenbelt and Powell River Trail with two historic train tunnels. Finishers get a unique medal and race shirt, perfect for solo runners and teams.

Run through scenic vineyard trails at Southern Revere Cellars on April 18, 2026 with 5k and 10k options and a virtual race. Enjoy a postrace glass of wine or beer while supporting Hooves & Paws Animal Rescue.

Run scenic vineyard loops at Mountain & Vine in Faber with 3k, 6k or 9k over hilly terrain. Enjoy a finisher medal, tech shirt and a glass of wine while supporting the Nelson County volunteer fire department.

Take on the Froggy Mountain Sweet Sixteen 50K near Galax Virginia on one mile loops that climb through scenic terrain with aid every mile and hot meals. Camp on site or book nearby for a friendly, festival style mountain ultramarathon.

Run Fest at Panorama Farms is an inaugural spring trail festival on private farm trails near Charlottesville with a 4 mile, a family 1 mile and a 4 person relay. Enjoy an after party with local beer, food and music while supporting the UVA..

Run the scenic Long Creek 60K or 30K at First Landing State Park in Virginia Beach through maritime forest, cypress swamp and beach shoreline. The 30K is one loop, the 60K two loops, with aid stations and a reusable SpeedCup.

Run 3k or 6k through Barrel Oak Winery vineyards in Delaplane VA on April 19, 2026 for a rolling cross country experience. Enjoy a glass of wine, a medal and tech shirt while supporting Semper Fi and America's Fund; virtual and pet friendly..

Hit the Spring Backyard Burn Trail Run at Lake Fairfax Park on April 19, 2026 with 5 Mile and 10 Mile options on scenic singletrack around the lake. Part of the multi race Spring Backyard Burn series, this is a fun, low key trail challenge.

Brave the winter trails of the Blue Ridge at Hellgate 100K++, a 66.6 mile mountain course in Natural Bridge Station, Virginia. Finish within 18 hours for a shot at the 2027 Western States lottery.

Run the scenic Third Winchester Battlefield on April 25 with 5K, 10K and half marathon options plus a virtual race. Enjoy chip timing, a finisher medal and tech shirt while supporting Team Virginia and organ transplant awareness.

Run three scenic laps around Bluemont Station Brewery & Winery in Bluemont, VA on April 26, 2026, and enjoy chip timing, a finisher medal, shirt, and a complimentary beer or wine. Walkers and virtual runners welcome.

Run scenic, rugged trails at Grayson Highlands State Park May 2 and 3, 2026 with distances from 8 mile to a full 50 mile challenge. Finishers get a beanie or hat and medal plus post race food, pro photos, and awards.

Run scenic singletrack along the Bull Run Occoquan Trail at the Fountainhead Half Marathon Plus and 10K Plus on May 3, 2026 in Fairfax Station, VA. In person and virtual entries benefit local charities for a rewarding spring trail challenge..

Join the Freight Train Ultra on May 9 in Farmville, VA for a half marathon, 50k or 100k along the scenic High Bridge Trail. Enjoy a fast, mostly flat rail trail, handcrafted finisher ornaments, pottery awards and support for crews and pacer..

Run 100 mile through the rocky Massanutten Mountains in Fort Valley, Virginia, tackling rugged climbs and trails. With a 36 hour cutoff and volunteer staffed aid stations, this classic ultramarathon tests endurance and grit.

Run a scenic, flat 5k along the Virginia Capital Trail by the James River at Rocketts Landing in Richmond. Choose in person or virtual entry, enjoy chip timing, a tech race shirt and finisher medal, with live results posted after the race.

Join the Night Raider at the Winery at Bull Run on May 22, 2026 for a festive evening 5k or 10k through scenic Manassas Battlefield trails. Enjoy chip timed results, a finisher medal, a technical shirt and a complimentary glass of wine.