Trail Running calendar near White Oak 2026-2027

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.

A 100 mile trail ultramarathon in the Massanutten Mountains near Fort Valley, Virginia, featuring rocky terrain, short rugged climbs with more than 18,000 feet of ascent and a 36 hour cutoff.

A towpath race at Carderock Park in Potomac, MD on May 16, 2026, offering 5K, 10K and half marathon distances; courses are described as fast and flat, walkers are welcome, and virtual entry options include medal and shirt choices.

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.

Furbutt's Backyard uses a 4.167 mile hourly loop with a 24 Hour 100 mile limit and a 12 Hour After Dark option at Mustang Trailhead. A single aid station supplies water, ice, Gatorade and snacks and crews are allowed there.

A 12 hour ultramarathon at Spring Meadows Park in Boiling Springs, PA, run on a 1.4192 mile lightly rolling dirt and crushed rock loop. Solo and team entries count toward buckles and hoodies based on cumulative laps.

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 backyard ultra in Knoxville, Maryland where runners complete a 4.167 mile yard each hour until only one finishes. The event includes a 1-mile option, offers prize money for top finishers, and serves as a Backyard Ultra qualifier.

Test your endurance at Operation CENTURION on the Rock Creek Trail near Washington D.C. Complete ten 10 mile loops for a total of 100 miles within a 32 hour time limit.

Trail run and walk on May 30, 2026 at Gentle Giants Draft Horse Rescue in Mt. Airy, MD featuring 1 mile and 5K courses across forest trails and open pasture with draft horses on the farm.