Trail Running calendar near Holtwood 2026-2027

A trail ultrarunning festival in Pennypack Park offering 25K, 50K and 50 mile loop races with German-themed aid stations, post-race food and music, and traditional German awards.

Test your endurance at this IAU Bronze Label event on a certified 400 meter track in Sharon Hill. Choose from 12 or 24 hour timed races and 50K distances in a cupless and supportive environment.

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.

ChesLen Chase in Coatesville is a Natural Lands event offering a 5K trail run and a 2 mile fun run walk, youth pricing, member discounts, and a post race gathering with music, craft beer, food trucks, and awards.

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.

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.

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..

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.

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.

Tough Mudder Philly at Plantation Field on May 23, 2026 offers 15K and 5K obstacle courses, an Infinity lap option, and spectator access across rolling hills and muddy terrain. Finishers receive medals, a shirt, a headband, and a finisher d..

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 trail and road mix half marathon and an all trail 5K centered at Sleepy Hollow Athletic Club. Both races run largely on the Horse Shoe Trail and support Berks County Special Olympics.

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.

A 100-mile, 10-loop event on Rock Creek Trail near Washington D.C., with about 8,200 ft total elevation and a 36-hour cutoff. Two ticket types are listed at the same price including tax.