Trail Running calendar near Annapolis 2026-2027

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 USATF certified courses through Cape Henlopen State Park and historic Fort Miles. Choose between running, walking, or a heavy march to support veterans in this scenic Delaware event.

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.

A trail event at Cromwell Valley Park on May 9, 2026 offering 25k, 12.5k and a family 5k with mostly single track trails and mile marker activities for kids. Proceeds support local conservation groups.

Experience a trail run through the hills and woodlands of ChesLen Preserve with a 5K race or 2 mile fun run. Enjoy a post race celebration featuring live music, food trucks, and craft beer at the pavilion.

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 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.

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.

Experience the scenic beauty of the Brandywine Valley through forests and farmland. Choose between 10k, 25k, and 50k distances in this part of the USATF Mid Atlantic Off Road Series.

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.

Tough Mudder Philly on May 23, 2026 at Plantation Field near Coatesville, PA offers 5K and 15K obstacle courses, an Infinity multi lap format, a Mudder Village spectator area, and finisher medals, shirts, headbands, and a finisher drink.

A 24 hour backyard format ultrarun at Mustang Trailhead with hourly 4.167 mile loops that require returning to the corral each hour. Water, ice, Gatorade and snacks are provided while runners bring personal food and crews stay at the single..