Trail Running calendar near Baltimore 2026-2027

Experience a scenic 5K cross country race through the hop yards and vineyards of Red Shedman Brewery. Finishers enjoy a complimentary beverage at this unique farmhouse event in Mount Airy.

A 100 mile ultramarathon on the historic C&O Canal towpath beside the Potomac River and Appalachian mountains. The course is one 40 mile loop plus two 30 mile loops with aid stations every 3 to 6.9 miles.

Experience a unique trail race through an active rock quarry at the Luck Stone Leesburg Plant. This 5K event supports environmental preservation and features family activities and awards for all ages.

An annual 5K at Marymount University on April 25, 2026, run on the Bluemont and Custis Trails with a post-race gathering, a virtual option, chip timing, and guaranteed shirts for early registrants.

This West Chester trail event offers a 5K run and a 1 mile fun walk/run on April 25, 2026. Two distinct distances provide options for different paces and goals. The event starts at 1000 Marshallton-Thorndale Road.

Experience a grassroots trail event in Reinholds Pennsylvania featuring a 10 hour timed format. Runners tackle a 2.5 mile loop with 660 feet of climbing per lap at the South Mountain YMCA Peak Side trails.

Run a scenic 5k around the Bluemont Station Brewery property in Virginia. The event welcomes both runners and walkers and offers in-person and virtual participation options.

Experience the fourth annual trail run at Mount Aetna Adventist School in Hagerstown. Choose between a 3k or 5k course to support student projects and enjoy fitness within a community setting.

Run or walk a 5K trail race under the Flower Moon at Brandywine Creek State Park. This inaugural event supports local trail nonprofits and finishes with a moonrise celebration featuring s'mores and lawn games. Leashed dogs are welcome to jo..

A multi-distance trail event at Agricultural History Farm Park featuring a 5-mile loop used for timed 3-, 6-, and 10-hour challenges plus a traditional marathon and 25K, with rolling hills and a well-stocked aid station.

Join the inaugural Run Rock Creek 5K/10K in Washington D.C. to experience a forest run through America’s premier urban national park while supporting vital trail restoration and conservation efforts.

Participate in a scenic trail run in Lorton to support Gunston Elementary School. This community event features 10K, 5K, and Fun Run distances with proceeds funding student enrichment and arts programs.

Support youth mental health at this fast and flat out and back 5K along the Lebanon Valley Rail Trail. Enjoy a community atmosphere featuring cash awards for top finishers and prizes for the best twinning outfits.

Trail half marathon and 10K at Fountainhead Regional Park near Washington D.C. Courses feature singletrack with rocks and roots, stream crossings, multiple aid stations, and notable climbs, with chip timing and postrace support.

Join the 10th annual cross country event at Spencerville Adventist Academy featuring a 5K, 1 Mile run, and Kids Fun Run. Enjoy a campus course with finisher medals, team options, and a costume contest for all participants.

A community 5K run/walk at My Lady’s Manor Steeplechase Course in Monkton, MD supporting The Harford Land Trust and The Manor Conservancy, with professional timing, awards by age group, and a post-race gathering with finger foods.

The Johnnycake Jolt Series is a four-week trail run event on Wednesday evenings in May. Runners can tackle a scenic 10 km course in the Pickall Area of Patapsco Valley State Park. It’s a grassroots series designed to bring the local running..

Experience a premier obstacle course and mud run in Kennedyville, Maryland. Choose between the 5-7 mile Savage Race or the 3+ mile Blitz featuring over 25 unique obstacles and earn exclusive Syndicate medals.

A multi distance trail event in Waterford VA on May 9, 2026 that runs through historic village streets, vineyards, trails and unpaved roads. Proceeds support the Waterford Foundation and 5K and 10K finishers receive a shirt and medal.

Experience the beauty of the Gunpowder Watershed in Parkville Maryland with a choice of trail distances. Support local land conservation while enjoying single track trails and family friendly activities.