Trail Running calendar near Earlysville 2026-2027

Enjoy a scenic 5K on trails across a 100 acre organic farm by the Cacapon River in Wardensville. This family friendly fundraiser benefits local volunteer fire and rescue and the Youth Giving Committee, with food and leashed dogs welcome.

Celebrate Memorial Day with a 10K run or 2 Mile walk in Lynchburg, Virginia to support families affected by Type 1 and Type 2 diabetes. The chip timed 10K awards finisher medals and offers shirts for early registration.

Tackle 100 miles through the Massanutten Mountains and Shenandoah Valley from Fort Valley, Virginia. This scenic loop blends trails and road, climbs about 14,000 feet and serves as a true endurance test with a 24 hour silver buckle cutoff.

Tackle the OSS/CIA 50 Mile Night Run in Prince William Forest Park with 50, 25 or 10 mile options under the stars. Enjoy single track trails, stocked aid stations and a scenic loop run twice for the 50 mile.

Night Train returns June 20, 2026 in Farmville, Virginia for moonlit runs along the High Bridge Trail State Park. Choose 50K, half, 5K or a Family 5K and enjoy a flat rail trail, finisher awards and fireflies lighting the way.

Take on the High Bridge Challenge on June 20, 2026 and link two Virginia Adventures races along the scenic High Bridge Trail near Farmville. Choose a combo from 26k to 150k and earn a special award for completing both races.

Pick a 5k, 10k, or half marathon on scenic gravel trail loops with chip timing, a finisher medal and a technical shirt. Run in person or virtually, earn series points and support Operation Enduring Warrior.

Enjoy a scenic trail 5k or 10k through Leopold's Preserve in Broad Run, Virginia on Aug 23, 2026, with chip timing, medals and a tech shirt. Walkers and virtual participants are welcome and races earn points toward year long series.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.

Run through orchards and rolling hills at Albemarle CiderWorks on August 30, 2026, with 5k and 10k trail courses and a virtual option. Enjoy chip timing, a finisher medal, tech shirt and a celebratory glass of cider at the finish.

Run the Odyssey Trail Rampage at Douthat State Park on Sept 12, 2026, with courses from six mile to 50K through waterfalls, creek crossings and rhododendron tunnels. Expect big climbs, chip timing, a tech shirt and a finisher mug.

Run through Creekside Farm on scenic dirt trails along the Rappahannock River with 5K and 8K options, chip timing and awards. Celebrate after with live music, craft beer, a free pint for entrants 21 plus and food trucks.

Run with your dog at the Howlin' Coyote Canicross Trail Race in Caledon State Park, featuring varied terrain and a 10 km canicross plus a one mile Wild Pup dash. This non profit event supports Friends of Caledon and is disposable cup free.

Take on scenic new trails at Pocahontas State Park with a chip timed half marathon or 10K. Expect runnable singletrack, on course water stations, live results and race day age group awards in a festive park setting.

Tackle a fun 5K through the hills and woods of Camp Shenandoah, dodging volunteers playing zombies while protecting your three flag lives. Finish with a flag to be a Survivor or none to be Infected and earn a finisher medal.

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..

UltraTrax Wintergreen is a timed mountain trek on looped Blue Ridge trails offering 7 to 28 miles with up to 10 hours to finish. Take in shaded single track and rocky overlooks, add a weighted vest for extra swag, then enjoy post trek food..

Run the scenic Chessie Trail in Lexington, VA on November 7, 2026 with distances from 5K up to a USATF certified, Boston qualifying marathon. In person, virtual and four person relay options make it perfect for solo racers and teams alike.

Mountain Masochist Trail Run in Montebello VA features 100K, 50 mile and 50K courses through rugged Blue Ridge single track and forest roads at peak fall foliage. Finish at Montebello Campground with aid stations and a post race meal.

Enjoy a crisp fall trail run at Hemlock Overlook, winding through forests, fields, stream crossings, and scenic Bull Run views. Choose a 5 or 10 mile course with plenty of spots for friends and family to cheer.