Trail Running calendar near Upper Marlboro 2026-2027

Trail event at Agricultural History Farm Park in Derwood, Maryland offering marathon, 25K and timed 3 hour, 6 hour and 10 hour challenges on five mile laps with on course aid options.

A community 5K and 10K in Rock Creek Park on May 2, 2026, organized by Rock Creek Conservancy. The event blends trail and road running with guided tours, awards, and activities while supporting park restoration and future improvements.

A trail run on May 2, 2026 at 10709 Gunston Rd in Lorton offering a Fun Run, 5K, 10K and virtual options. Proceeds support no-cost enrichment programs at Gunston Elementary School.

Trail half marathon and an about 11K course at Fountainhead Regional Park near Washington DC, featuring rocky, rooty singletrack, stream crossings, notable elevation, and multiple aid stations with water and Gatorade.

The 10th annual cross country style event at Spencerville Adventist Academy features a 5K, 1 Mile, and a kids 1K. Participants receive a T shirt and finisher medal, with awards for class standings, age groups and best costume.

A fundraising 5K run/walk through My Lady's Manor in Monkton, Maryland, supporting The Harford Land Trust and The Manor Conservancy. Includes awards by overall and age groups and a post race happy hour with finger foods.

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.

A trail run and walk through historic Waterford VA on May 9, 2026 featuring 5K, 10K, a kids mile fun run and virtual options, with shirts, medals and awards for top finishers.

Trail races at Cromwell Valley Park include 25k, 12.5k and a family 5k with mile-marker activities. Proceeds benefit the Gunpowder Valley Conservancy, Cromwell Valley Park and TALMAR.

A Mother's Day 5k and 10k in Silver Spring, Maryland, held by Swift Running with a course that passes through Martin Luther King Jr. Recreational Park. The event offers in person and virtual entries with tiered registration fees.

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.

Dash Through the Dirt on May 16, 2026 at Carderock Park in Potomac, MD offers 5K, 10K, half marathon and virtual options on courses described as fast and flat; walkers are welcome.

Trail races at Kelly's Run Nature Preserve in Holtwood on May 16, 2026 include chip timed 10K and 5K courses plus a free kids trail race of about 1.5 miles. The 10K features 1,256 feet of elevation and an aid station at Pinnacle Overlook.

Two days of fundraising hikes in May 2026 offer 5K and 10K canal routes plus 10 and 20 mile Appalachian Trail challenges, with trail support, fundraising matches, and proceeds benefiting Micah’s Backpack and the Refugee Welcome Network.

A two-part fundraising hike in May with Challenge options on the Appalachian Trail and 5K/10K hikes on the C&O Canal, supporting Micah’s Backpack and the Refugee Welcome Network; individual fundraising is matched 2-to-1.

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.

A morning 5K held during the Fair Hill Scottish Games on May 16, 2026, with a $40 entry that includes game admission; on-site cash entries and ATMs are available, and cash prizes plus a trophy and Scottish claymore are awarded to top finish..

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.

An evening 5 km and 10 km run through the historic Manassas National Battlefield with start and finish at The Winery at Bull Run in Centreville, VA. In-person and virtual entry options are available.

A backyard ultra at Mustang Trailhead where runners must complete an hourly 4.167 mile loop to continue. Options include a 24 hour 100 mile limit or a 12 hour 50 mile After Dark event with a single shared aid station.