Trail Running calendar near Little Orleans 2026-2027

Run 3k or 6k through Barrel Oak Winery vineyards in Delaplane VA on April 19, 2026 for a rolling cross country experience. Enjoy a glass of wine, a medal and tech shirt while supporting Semper Fi and America's Fund; virtual and pet friendly..

A trail race at Lake Fairfax Park in Reston on April 19, 2026 offering 5.1 mile and 10 mile singletrack courses with short technical sections and lake views. Aid stations, post race food, optional finisher medals, and a kids program are ava..

Join Spring Hops on April 19 at Red Shedman Brewery for a scenic 5K through hop fields and vineyards. Mixed terrain, great views and a celebratory pour for every finisher make this a fun spring run for runners and beer lovers alike.

Run 100 miles along the scenic C&O Canal towpath on April 25, 2026, with sweeping Potomac River and Appalachian views. Low elevation, smooth terrain and friendly aid stations make this WSER qualifier a spring ultramarathon.

Nighttime trail run at Coopers Rock State Forest near Bruceton Mills, WV with 50 km and half marathon options across rocky trails and Cheat Canyon overlooks. Limited to 250 runners, this challenging course features big climbs, aid stations,..

Run the scenic Third Winchester Battlefield on April 25 with 5K, 10K and half marathon options plus a virtual race. Enjoy chip timing, a finisher medal and tech shirt while supporting Team Virginia and organ transplant awareness.

Run scenic single track trails around Quemahoning Reservoir at Camp Harmony, with solo 50K and 30K options or a four person relay. Proceeds help send local kids to camp and support the Johnstown Running Club.

Run three scenic laps around Bluemont Station Brewery & Winery in Bluemont, VA on April 26, 2026, and enjoy chip timing, a finisher medal, shirt, and a complimentary beer or wine. Walkers and virtual runners welcome.

A 5K trail run and walk on private property near Amissville, Virginia, benefiting the Chefs For Kids Foundation. The mostly dirt course has gentle hills; registration includes a race T-shirt, bib, and post-race refreshments.

A timed trail event at Agricultural History Farm Park in Derwood, Maryland on May 2, 2026. Runners repeat a 5 mile out and back lap under one hour for 3, 6, or 10 hours; a marathon and 25K are also offered.

Run 100 mile through the rocky Massanutten Mountains in Fort Valley, Virginia, tackling rugged climbs and trails. With a 36 hour cutoff and volunteer staffed aid stations, this classic ultramarathon tests endurance and grit.

Run scenic out and back courses along the C&O Canal towpath in Potomac on May 16, 2026, with 5k, 10k and half marathon distances. Enjoy chip timing, a tech shirt and finisher coin, support the EOD Warrior Foundation, or take part virtually.

Supported hikes on the C&O Canal and the Appalachian Trail raise funds for Micah's Backpack and the Refugee Welcome Network. Options include 5K, 10K and longer challenge distances with route support and a post hike lunch.

Join the Night Raider at the Winery at Bull Run on May 22, 2026 for a festive evening 5k or 10k through scenic Manassas Battlefield trails. Enjoy chip timed results, a finisher medal, a technical shirt and a complimentary glass of wine.

A road and rail trail event in Johnstown on May 23, 2026 offering 14 mile, 8 mile and 5K routes that pass through Staple Bend Tunnel and finish at Peoples Natural Gas Park near the Stone Bridge.

Enjoy a scenic 5K on trails across a 100 acre organic farm by the Cacapon River in Wardensville. This family friendly fundraiser benefits local volunteer fire and rescue and the Youth Giving Committee, with food and leashed dogs welcome.

A May fundraising series on the C&O Canal and Appalachian Trail supporting HARC programs, with distances from 5K to a 20-mile challenge, on-trail support, and a post-hike celebration lunch.

A measured 100 mile loop through the Massanutten Mountains and Shenandoah River Valley with mixed surfaces, 14,000 feet of climb, 23 aid stations, volunteer support, and a 24 hour cutoff for the silver buckle; held on the first weekend in J..

Run a flat, fast five mile out and back along the shaded C&O Canal Towpath in Williamsport, MD on June 6, 2026. Enjoy chip timing, tech shirt options and age group awards in a friendly community race.

The Awesum Possum Lake Trail Adventure will take place in Carlisle on Saturday 6 June 2026. You can run between 4 and 6 miles.