Trail Running calendar near Falmouth 2026-2027

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.

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.

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.

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 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.

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.

An 8K cross country run at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The mixed terrain course loops through grapevines and hop yards and finishers receive a complimentary tasting.

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..

Experience a scenic trail race through the forests and fields of Hemlock Overlook Regional Park. Choose between 5 or 10 mile distances on a spectator friendly course featuring stream crossings and riverside trails.

Run through the vineyards at Barrel Oak Winery on this pre Thanksgiving cross country course. The event features a 3k and 6k race, with participants receiving a finisher's medal, tech shirt, and a post race drink. The race supports Warriors..

Experience riverside singletrack and scenic views at Riverbend Park. Choose between 5 and 10 mile trail races on a course featuring rolling hills and stunning Potomac River landscapes.

Run a scenic Turkey Trot through the historic trails of Manassas National Battlefield. Choose between a 5k or 10k trail course and finish with a glass of wine from the Winery at Bull Run. Your participation supports the preservation of the..

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.