Trail Running calendar near Frederick 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 four-part community trail series with three morning gatherings and a final sunset event in Marietta and Lancaster County. Participants choose their own distance, share food and hydration, and may register per event or buy a multi event pa..

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.

A second annual 5K at Cacapon State Park benefiting the Humane Society of Morgan County, offering in-person run and walk options plus a virtual entry. New course, awards ceremony, and a free post race pup swim in the lake.

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.

A 5K running race hosted by Hartwood High School Cross Country on September 12, 2026 in Stafford, VA. It is the first annual StallionsXC Open and serves as the opening race of the Stallion Invitational, with high school races afterward.

A stadium climb at Virginia Credit Union Stadium on September 13 honoring those lost on September 11 and supporting first responders and military. Climbers ascend sections 1 to 23 five times, with a wheelchair accessible concourse route ava..

A trail event at Codorus State Park offering a 40-mile ultra, 40-mile team relay, and a 25K around a 5.72-mile looped course, with stocked aid station fare, camping nearby, year-by-year course direction, and awards for top finishers.

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.

Woodstock Warrior on September 19, 2026 is a multi-distance trail event at Seven Bends State Park near Woodstock, VA. The race uses a roughly 10 mile mixed-terrain loop with options up to 100 miles and a Last Man Standing Ruck.

A trail running event at Pine Grove Furnace State Park on September 19, 2026, offering a 50K, 20 Miler, and Half Marathon through northern Michaux State Forest with multiple aid stations, drop bag and crew options, and race day registration..

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.

A trail ruck march in Mt. Gretna, PA on September 25, 2026 with 4 mile and 8 mile adult and junior categories. Prize awards are based on weighted ruck participation.

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.

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.

A *3 mile* Reunion Run at Hereford High School as part of the Bull Run Cross Country invitational. The race is open to all ages and carries a $10 registration fee, with registration listed from August 24 to September 26.

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.