Trail Running calendar near Earlysville 2026-2027

Experience the scenic and historical landscape of Winchester Virginia with a 5k, 10k, or Half Marathon at Third Winchester Battlefield. Both runners and walkers are welcome to participate in person or virtually.

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.

The Inferno 10k is a forest trail race on a looping course behind Dirt Farm Brewing in Bluemont. Runners tackle a route with roots, rocks, and elevation changes. Finishers earn a medal, a tech shirt, and a post race beer.

A cross-country 5k and 10k at Albemarle CiderWorks featuring chip timing, a finisher medal, technical shirt and a glass of cider; proceeds support Rikki's Refuge.

A trail race day at Douthat State Park offering 50K, marathon, half marathon and six mile options with looped courses, significant elevation gain, stocked aid stations and chip timing.

Run through a scenic 1000 acre farm bordering the Rappahannock River followed by live music and craft beer at Creekside Farm Brewery. Enjoy chip timed 5K or 8K trail courses with custom swag and local food trucks.

Conquer a challenging 10-mile loop at Seven Bends State Park in this multi-distance trail event. Choose from a 100-miler, 50-miler, 50k, 10-miler, or a Last Man Standing Ruck format. It's a cup-less race where strategy and resilience meet s..

Run or hike the scenic trails of Powhatan State Park along the James River. This event celebrates the native pawpaw fruit with a festival featuring live music. It's a benefit for the Friends of Powhatan State Park.

Join the 7th annual Trails 4 Miles for a fall challenge at Sherando Park. Choose from a mixed-surface 4-mile trail run, a new mountain bike time trial, or a one-mile fun run/walk. All proceeds support the I'm Just Me Movement.

Experience a dog friendly trail race through the varied terrain of Caledon State Park. Run a 10K or 1 mile course with your leashed companion to support local natural resources and educational programming.

Experience a professional canicross and trail race on a beautiful horse rehabilitation campus in Virginia. Choose from competitive or casual distances and enjoy a festive atmosphere with food trucks and local vendors.

Pocahontas Trail Festival at Pocahontas State Park on October 4, 2026 offers a Half Marathon and a 10k on redesigned trail loops with chipped timing. Water stations are near miles 3, 6 and 9 and awards are given by age group.

The West Virginia Trilogy is a three-day running challenge in the Monongahela National Forest. Runners complete a 50k, 50-mile, and half-marathon over consecutive days on the Eastern Continental Divide. The event is based at the Spruce Knob..

Run through the forest trails of Conway Robinson State Forest for the Halloween Horror 10k. This chip-timed trail race offers series points and supports a local soup kitchen. Walkers are welcome, and a virtual option is available.

The Shenandoah Zombie Run is a unique 5K survival challenge at Camp Shenandoah. Runners dodge zombies on a trail course through the woods and hills, trying to keep the flags on their belt. Everyone gets a medal, declaring them either a Surv..

Explore Wintergreen’s scenic Blue Ridge single track on a timed, non competitive trek with 7 to 28 mile options and 10 hours to finish. Enjoy rocky overlooks, a post trek party with food, finisher shirt and patches and medal opportunities.

Celebrate the 11th year running on the scenic, car-free Chessie Nature Trail in Virginia. Choose from a marathon, half marathon, 10K, 5K, or a team relay on this flat, fast gravel path. Every finisher gets a custom medal and a t-shirt, with..

About the Event The Mountain Masochist Trail Run (MMTR) takes place in Montebello, Virginia. The race begins and ends at the Montebello Campground on Crabtree Falls Highway. Course Details The course is run in a reverse direction from histo..

Take on a trail run through Walnut Creek Park with both 5k and 10k options. Your participation supports Rikki's Refuge, and you'll earn points in the organizer's annual race series. Runners receive a tech shirt, finisher's medal, and chip t..

This Fall Backyard Burn trail run takes place in the scenic Hemlock Overlook park along Bull Run. Runners can choose between a 5-mile or 10-mile course on trails and dirt roads, with good spectator areas. The event is part of a series and s..