Trail Running calendar near Leonardtown 2026-2027

We have found 98 Trailruns within 80 miles of Leonardtown. See below where and when you can find the races.

A memorial trail event at Piney Run Park featuring a 5.25 mile loop used for 50K, 25K, a 5 miler and an 8 hour challenge. Aid stations and loop transition support are provided and finishers receive a hat or visor and a medal.

A 5K and 10K running event in Louisa, Virginia on April 18, 2026, offering in-person and virtual entries. Race results earn points toward the Back of the Pack Series and the Sippin' Series.

Experience a trail run through Lake Fairfax Park in Reston featuring scenic lake views and smooth singletrack paths. Choose between 5.3 and 10.3 mile distances on a course with frequent short hills and minimal pavement.

A 5K obstacle course at Lubber Run Community Center in Arlington, VA with two loops on the Lubber Run Nature Trail and 1,158 feet of elevation gain. ASC members attend free, non-members pay $50.

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.

May 2026

Farm Park Challenge is a trail running event at the Agricultural History Farm Park in Derwood, Maryland on May 2, 2026. Options include a marathon, a 25K, and timed three hour six hour and ten hour challenges run as five mile laps.

A timed trail event at the Pocomoke YMCA that runs from sunrise to sunset, where runners complete 3.3 mile laps across mostly single track trail for about 13 hours and 41 minutes. Aid, YMCA facilities, rest areas, and awards are provided.

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 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.

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 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.

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.

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.

Event Overview The Trail Running Events at Dominion Energy Riverrock is a series of trail races taking place over three days in May. All events start and finish at the Belle Isle Parking Lot in Richmond, Virginia. The Races Three separate t..

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.

Run for a cause on the scenic Virginia Capital Trail at the Motion for Justice 5K. This flat, paved course offers views of the James River and includes chip timing, a finisher medal, and a tech shirt. Awards recognize top overall and age gr..

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.

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