Trail Running calendar near Highfield-Cascade 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.

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.

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.

Trail running event in Rothrock State Forest and Happy Valley, Pennsylvania. Races include a 50K and 25K with notable elevation gain amid sandstone ridges and rhododendron tunnels in mid May 2026.

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 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 5K run and walk beside the Cacapon River during Wardensville Spring Fest, supporting the Junior Crew program at Farms Work Wonders with age-division awards and same-day registration 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 31.9-mile trail ultramarathon at Cowans Gap State Park featuring about 5,800 ft of elevation change on the Tuscarora Trail, seven aid stations, and two time cutoffs; prior ultramarathon completion is required for entry.

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.