Trail Running calendar near Hillsboro 2026-2027

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.

Tails on Trails 5K Run/Walk is the second annual 3.1 miles run, walk, and virtual event at Cacapon State Park on September 12, 2026. The wooded cross country course passes the upper lake and ends with awards and a free pup swim.

Women only trail event at Fountainhead Regional Park offering a half marathon and a 10k plus on September 12, 2026. Training runs and a course introduction video are provided; entry opens June 8 and closes September 1.

Hartwood High School Cross Country hosts the first StallionsXC Open 5K in Stafford on September 12, 2026. The 5K opens the Stallion Invitational and has a registration period with a $35 fee.

Trails 4 Tails at Codorus State Park near Hanover, PA offers a 40 mile ultra, a 40 mile team relay, and a 25K on multi-loop trail courses with varied terrain and fully stocked aid stations.

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.

A looped trail event at Seven Bends State Park featuring roughly 10 mile loops on mixed terrain and multiple distances from 10 mile to 100 mile plus a Last Man Standing Ruck. Cutoffs, pacer rules, and awards vary by distance.

Trail races at Pine Grove Furnace State Park in Gardners, PA offering 50K, 20 mile, and half marathon courses through northern Michaux State Forest with technical single-track, notable elevation gain, staffed aid stations, and crew/drop bag..

A multi-surface 5K run and walk on the Laurel Ridge Community College Middletown campus; family friendly and open to walkers. A portion of proceeds will support the Recovery Connection Scholarship and registration costs $30.

Trail races on Cedar Mountain include canicross, a dog friendly 5k, a trail run without dogs, and a virtual option, with awards for top finishers and a traditional hunt breakfast.

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 at Sherando Park on September 26, 2026 features a mixed-surface four-mile trail race, an untimed one-mile out-and-back on a paved path, and a new 5.3 mile mountain bike time trial, with proceeds to 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.

An annual 5K hosted by Cancer Warriors Inc. in Baltimore on September 26, 2026, featuring an out-and-back course on the Ma & Pa Trail, a virtual 5K window in early September, and proceeds supporting cancer research.

The Bull Run Reunion Run will take place in Parkton on Saturday 26 September 2026. You can run 3 miles.

Experience a supported long distance run on the hardpacked dirt and gravel of the Torrey C. Brown Trail. This twenty mile event serves as an ideal training opportunity for those preparing for a fall marathon.

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..