Trail Running calendar near Hillsboro 2026-2027

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.

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.

Evening 5k and 10k through the historic Manassas National Battlefield with start and finish at The Winery at Bull Run in Centreville, VA. In-person and virtual options are offered, with some virtual packages including medals or shirts.

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 50K at Cowans Gap State Park on May 24, 2026, with about 5,800 feet of climb on the Tuscarora Trail. Entry is limited to 75 and requires prior ultramarathon experience.

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.

A 5k and 1 mile trail event at Gentle Giants Draft Horse Rescue in Mt. Airy, MD on May 30, 2026. The route crosses a 340 acre farm with draft horses nearby and features food trucks and mounted archery demonstrations.

A scenic loop at Sky Meadows State Park on May 31, 2026, offering 5K and 10K courses with views of fields, streams and Turners Pond. Walkers are welcome and virtual entries are available with medal and shirt options.

Experience the FXBG Trail 5 Miler at Motts Run Reservoir in Fredericksburg. This five mile trail race features three distinct climbs and over 300 feet of elevation gain along a scenic and flowing course.

A measured 100 mile loop through the Massanutten Mountains near Fort Valley, Virginia, featuring 14 significant climbs and mixed terrain. Runners have 24 hours to earn the silver buckle and 28 hours to finish.

A longstanding five-mile memorial run on the C&O Canal Towpath in Williamsport, MD, held June 6, 2026, with regular and student entries, chip timing, technical T-shirts, and awards for podium finishers.

A community trail event at Opossum Lake Park offering a 6 mile obstacle course, a 4 mile run, and a 4 mile walk on mixed terrain, with chip timing, age-group awards, and proceeds benefiting the Friends of Opossum Lake Conservancy.