Trail Running calendar near Centreville 2026-2027

Experience an engaging 8 mile trail race through the winding singletrack of Fredericksburg. Navigate rolling hills and punchy climbs in this focused event supported by the local running community.

Trail-style 5K and 10K at Dirt Farm Brewing in Bluemont, VA on August 29, 2026, featuring rugged terrain, steep climbs, and virtual entry options with medals and shirts.

Muddy Dash Maryland is a mud obstacle event at Budds Creek Motocross Park on August 29, 2026 with Value and VIP registration options, on site packet pickup the day before, possible venue parking fees, and free spectator access.

An out-and-back 3.8 mile run at Pen Mar Park with about 1.8 miles of ascent to High Rock Overlook. Held August 30, 2026, with registration deadlines and a higher fee on race day.

Experience a cross country race through Nottoway Park followed by a community picnic. This event features a three mile course and a kids fun run to celebrate the end of the summer season.

A road race at Fifty-Third Winery in Louisa, Virginia on September 5, 2026 offering 5K, 10K and several virtual options, with proceeds benefiting Hooves & Paws Animal Rescue.

A clockwise 71-mile circuit of the orange-blazed Massanutten Trail around Fort Valley, VA, with 13,500 ft of elevation change, scheduled aid stations, strict qualifications and enforced cut-offs; GPX and aid charts are provided.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

Experience the 15th annual Sasquatch Preservation Trail Run in Seven Valleys. Choose between the 5K or 10K courses and explore the natural landscapes preserved by the Farm and Natural Lands Trust.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

A charity 5K at Cacapon State Park supporting the Humane Society of Morgan County, with running, walking, and virtual options. The course follows a high school cross country route through woods and past the upper lake, with a post race pup..

Trails 4 Tails at Codorus State Park offers a 40 mile ultra, a team relay and a 25K on a looped trail course that mixes pavement, fields, singletrack and shoreline, with aid stations, camping and a race day picnic nearby.

The Final Countdown Tribute at Amani Brewing in Martinsburg WV uses a 1.33 mile loop where allowed lap time shortens each circuit, eliminating runners until one remains.

Trail ultramarathons at Seven Bends State Park run on a roughly 10 mile mixed terrain loop, with distances from 10 miles to 100 miles plus a Last Man Standing Ruck. Cutoffs apply and specified pacer and aid station rules govern the event.

An in-person event on September 26, 2026 in Brunswick, MD featuring a trail-based 5K and timed 3-hour and 6-hour challenges on a 5 mile loop. Proceeds support Brunswick High School Track and Field equipment.

Trails 4 Miles is an annual event at Sherando Park with a mixed-surface four mile trail race, an untimed one mile fun run on the paved path, and a new mountain bike time trial. Proceeds support the I'm Just Me Movement.

A 33.3 mile single loop trail run in the George Washington National Forest featuring a climb of Big Schloss with 360 degree views and three aid stations. Entry is limited to 60 runners and opens August 3, 2026.

A community 5K on September 26, 2026 that raises funds for cancer research and support, followed by an after party hosted by Independent Brewing. The event features race day raffles, a ghost runner option, and memorial recognition.

An annual community 5K run and walk at Agricultural History Farm Park in Derwood, Maryland on September 27, 2026, organized by MD District 15 Democratic Caucus. Offers adult and youth entries plus a free youth option with an accompanying ad..

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.