Trail Running calendar near Frederick 2026-2027

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.

A 3 mile cross country race through Nottoway Park in Vienna, VA on 08/30/2026 with a kids dash and a club picnic that includes food and drinks. Registration is free for members and $10 for nonmembers.

A self-timed loop-trail event in Havre de Grace on 08/30/2026 with a listed distance of 3 miles. Runners have 90 minutes to complete as many loops as they like; parking is at Steppingstone Farm Museum.

A cross country meet at Morven Park in Leesburg VA on September 4 2026, pairing competitive middle and high school races with a festival like atmosphere featuring music and food and a refreshed course planned for 2026.

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.

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.

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.

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.