Trail Running calendar near Frederick 2026-2027

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.

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.

Experience a technical trail run through the scenic woods of Camp Hebron with 5K and 10K courses. Navigate hills and stream crossings to earn a finisher beanie and enjoy post race refreshments for a good cause.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.

A 100 mile trail ultramarathon in the Massanutten Mountains of Virginia with over 18,000 feet of ascent, a 36 hour cutoff, and organizational support including a Participants’ Guide, training runs, and volunteer staffing.

Experience a fast and flat race along the historic Chesapeake and Ohio Canal Towpath in Potomac. With 5k, 10k, and half marathon distances available, walkers and runners of all kinds are welcome at Carderock Park.

Experience the Conestoga Trail and Kelly's Run Nature Preserve with 5K, 10K, and kids trail races featuring river views and creek crossings in Holtwood.

Join the Ed Poling Memorial HARC Hike for Hunger & Hope, now in its 14th year. Choose from scenic C&O Canal Towpath hikes in May or a challenging Appalachian Trail hike. This fundraising event supports local community programs.

Join the 14th annual Hike for Hunger & Hope with two events. Choose a challenging 10 or 20-mile Appalachian Trail hike in May or a scenic 5K/10K on the C&O Canal. All hikes support local food programs and refugee services.

Test your resilience in this 24 hour endurance challenge in Annapolis. Set your own mileage goals to honor military heroes while enjoying provided meals and a community trail running environment.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.

Experience an evening run through the historic Manassas National Battlefield with the Night Raider 5k and 10k. Finish your race at The Winery at Bull Run and enjoy a post-race gathering at this scenic Virginia vineyard.