Trail Running calendar near Middleburg 2025-2026

Enjoy a scenic trail run along the Little and Middle Patuxent rivers in Columbia, Maryland. Choose from a half marathon, 10K or 5K on Jan 31 to Feb 1, 2026 at the Guilford Pratt Truss Bridge for a tame and rewarding trail experience.

Challenge the figure 8 trails at Lake Anna State Park in the 18th annual ICY 8, featuring an 8 hour adventure trail run and a Half Marathon+ on a looped course. Runners and hikers are welcome with scenic single and double track and generous..

Run a timed trail ultra at Little Bennett Campground on scenic 4.4 mile loops, choosing 5 or 9 hour solo or relay challenges. Enjoy aid stations, Altra shoe demos, a long sleeve race top and a post race chili bar while supporting Montgomery..

Hit the scenic hilly 5k or 10k across historic Chancellorsville and Wilderness battlefields on February 14, 2026. Walkers welcome, proceeds benefit Semper Fi and America's Fund, and finishers enjoy a beer or wine plus a commemorative medal.

Take on a technical trail at Paradise Springs with rocky riverside singletrack in 5k or 10k. Finishers get a medal, technical shirt and a glass of wine while supporting the John P. Mayhugh Foundation.

Explore a scenic loop around Saint Marys Lake and Salem Forest with 17K, 34K and 50K options on mostly single track trails and about 500 ft of climb per lap. Limited to 100 runners, with pancakes served at the finish.

Join the Bigfoot Endurance 5 and 10 Mile at Rockburn Branch Park on March 1 2026, with a team relay option. Get a long sleeve shirt, finisher medal and two post race beers while supporting Parkinson's research on scenic gravel and natural t..

No Man's 50K is a women only trail race in Triangle, VA offering 50K and 25K across two scenic 15 mile loops. Limited to 120 entrants, the course is mostly single track with stocked aid stations.

Run scenic but technical forest loops at Conway Robinson State Forest on March 7, 2026 with 5k and 10k options plus a virtual race. Support Lost Dog and Cat Rescue and earn a finisher coin, tech shirt and chip timing.

Tackle the MCRRC Seneca Creek Trail Marathon or push on to the 50K in scenic Seneca Creek State Park. Expect hilly muddy rocky single track and a choose your distance finish for a customizable trail challenge.

Join the Smoketown Brewery 5k and 10k on March 8 for flat gravel out and back routes, with a virtual option and walkers welcome. Finishers get a medal, tech shirt, chip timing and a beer while supporting Wear Blue Run to Remember.

Blazing Saddles at Codorus State Park on March 14, 2026 offers 8 mile, 25K and 50K trail loops over singletrack and horse trails with runnable hills, mud, and possible snow. Proceeds support a local animal rescue.

Run a scenic cross country course at Twisted Oak Farm Brewery in White Post with 4k and 8k. Enjoy chip timing, a finisher medal, a technical shirt and a free beer, or run virtually if you cannot make it.

Tackle the Hone Quarry Ultra, a rugged 41.4 mile trail through the Shenandoah Valley with about 8,000 feet of climb and stunning cliffs, waterfalls and open meadows. Limited to 125 runners, this remote loop offers big views, six aid station..

Challenge yourself on the scenic B&A Trail in Severna Park with marathon or half marathon options on March 29, 2026. Enjoy USATF certified courses, friendly aid stations and a commemorative finisher medal.

Take on Bull Run Run 50, a 50 mile trail through rolling forest and sweeping bluebell stands along the Occoquan River. This spring ultra mixes scenic singletrack with a local Civil War theme and Trail Sisters approved equal podiums.

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walke..

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding..

Run an untimed 14 mile point to point on the scenic Dahlgren Railroad Heritage Trail in King George, Virginia. Enjoy quirky aid station treats and help support local charities through Sheetz For the Kidz.

Run through rows of trees at Ruppert Nurseries in the Breeze Thru The Trees 5K, a scenic cross country course on a 500 acre tree farm. Enjoy a family friendly 1 mile while supporting the Montgomery County Children’s Opportunity Alliance.