Trail Running calendar near Stephens City 2026-2027

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.

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.

The Event The Grindstone Running Festival by UTMB is a trail running event held in September in Natural Chimneys Park, Virginia. The event takes place in the Shenandoah Valley and its courses pass through the George Washington and Jefferson..

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..

This point-to-point 50-mile ultramarathon races south on Pennsylvania's Laurel Highlands Hiking Trail, from Route 30 to Ohiopyle. The event features a solo race and a five-person relay option. Crews can cheer at several aid stations along t..

Event Information The River's Edge Endurance Challenge takes place in Brunswick, Maryland. The event is the 8th annual edition and offers three different race distances. Distances 5K (3.1 miles) 3 Hour Endurance Race 6 Hour Endurance Chall..

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.

Join a community 5K run and walk through the scenic trails of Agricultural History Farm Park. Enjoy a morning of music and fitness with events for all ages and awards for top finishers.

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 technical trail race with your dog at a scenic equine rehabilitation facility in Virginia. Enjoy distances from 1.25 miles to 10K followed by a finishers festival with food trucks and a biergarten.

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..

Experience a unique trail event at Milkhouse Brewery in Mount Airy featuring a 5 mile race and timed ultra challenges. Complete as many loops as possible over four or eight hours on this scenic farm course.

Experience the beauty of Western Maryland at Rocky Gap State Park with 25K and 50K trail races. Run solo or join a relay team to navigate three distinct loops featuring scenic lake views and ridge traverses.

Experience a scenic trail run at Lake Fairfax Park in Reston featuring singletrack loops with lake views. Choose between 5 or 10 mile distances while supporting local families through a community charity partnership.

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.

Experience a scenic 5K cross country run through the historic Rocklands Farm Winery followed by an after party with live music and wine.

Trail runners head to Maryland's Green Ridge State Forest for the Fire on the Mountain 50K and 25K races. The event features technical trails, forest roads, and strict cutoff times. It's scheduled for November 1, 2026, with a training run o..

Experience the singletrack trails of Schaeffer Farms in Germantown Maryland. This event features half marathon 10K and 5K trail races staged at a private farm with opportunities to support local charity work.

Experience a 50 mile trail race through the scenic Seneca Greenway and Muddy Branch trails in Maryland. This event features forested single track terrain and small stream crossings for dedicated distance runners.