Trail Running calendar near Shippensburg 2026-2027

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.

Trail and bike events at Sherando Park on September 26, 2026 offering a 4 mile trail race, a one mile untimed fun run, and a 5.3 mile mountain bike time trial. Proceeds benefit the I'm Just Me Movement.

Run On The Rocks in Point Of Rocks, MD on September 26, 2026 features 10 mile, half marathon and 20 mile events. The race is chip timed and includes participant shirts, finisher medals and age group awards.

A 5K on the Ma & Pa Trail in Baltimore on September 26, 2026 with in-person and virtual options supporting Cancer Warriors Inc.

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.

Experience the beauty of RB Winter State Park with a half marathon or four mile trail race. Enjoy a community atmosphere with post race food and music while supporting local organizations.

A 10 miles trail race in Holtwood, PA, over rocky, hilly trails with stream crossings and scenic overlooks. Chip timed, with aid stations, a strict 2.5 hour cutoff to mile 7, and one way bus transport to the campground start.

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..

Chip timed ultra event in Lykens PA with 24 hour, 12 hour and 6 hour formats on a one mile grass loop, aid stations, and trackside camping.

A community event at Cornwall Elementary with a 5K and a 1 mile fun run on the Lebanon County Rail Trail. The non-timed event includes a free family festival after the runs with food and an outdoor movie, with proceeds to the school PTO.

A multi-distance trail event in Ebensburg, PA offering marathon, 15 miler, 5k, adaptive 5k, a casual 26.2 mile bike ride and a light Couch Potato 0.0k.

A community charity race in Gaithersburg on October 3, 2026, featuring cross-country 10K and 5K, a paved 1-mile accessible fun run, and a kids Trike-A-Thon. Proceeds support Comfort Cases and Covenant Life School and include a post-race bac..

A trail 5K at Claude Moore Park in Sterling, VA on October 3, 2026, with in-person and virtual entry options and published registration fees.

A community trail festival in Shippensburg offering a half marathon, 5k, hike, 25 mile bike ride and a free 1 mile fun run for kids, with proceeds supporting the Cumberland Valley Rails to Trails Council.

A 5k trail run and a 0.3 mile youth loop held at Boal City Brewing in Boalsburg on October 4, 2026, with marked trails through estate driveways, preserves, and farm fields. Awards will recognize overall and age group finishers; participants..

Mountain trail races in Bald Eagle State Forest featuring a 13.6 mile half and a 6.4 mile 10K on steep, technical singletrack with aid stations and post-race soup.

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 the beauty of Western Maryland at Rocky Gap State Park with 25K and 50K trail races. Run solo or join a relay team to navigate three distinct loops featuring scenic lake views and ridge traverses.

A community trail event on October 11, 2026 at Bretton Woods Recreation Center in Darnestown, MD offering a 5K trail run and a 1 mile walk. The event raises funds and awareness for addiction prevention, education, and support.