Trail Running calendar near White Post 2026-2027

Run scenic singletrack along the Bull Run Occoquan Trail at the Fountainhead Half Marathon Plus and 10K Plus on May 3, 2026 in Fairfax Station, VA. In person and virtual entries benefit local charities for a rewarding spring trail challenge..

Join the Johnnycake Jolt Series: four 10K trail runs in Patapsco Valley State Park's Pickall Area from May 6 to May 27, 2026. Enjoy scenic singletrack, official timing, and local festival vibes across four spring weekends.

Tackle the Massanutten Mountain Trails 100 a scenic 100 mile ultramarathon through the rugged Massanutten Mountains in Shenandoah Valley. Expect rocky trails, dramatic climbs and well stocked aid stations on this epic May 16, 2026 challenge..

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.

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.

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.

The Old Dominion is a 100 mile loop through the Massanutten Mountains, offering rugged climbs and mixed road and trail terrain. Part of the Grand Slam of Ultrarunning, it runs June 6, 2026 with a 24 hour silver buckle cutoff.

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.

Run under the stars in Prince William Forest Park at the OSS/CIA 50 Mile Night Run, with 50 mile, 25 mile and 10 mile options on scenic single track and fire roads. Expect rugged trails, moonlit views and well stocked aid stations.

Run the Highlands Sky 40M, a 40 mile trail ultra through Canaan Valley and the Monongahela National Forest on the Saturday before Father's Day. Rugged plateaus, rocky plains, bogs and mountain meadows make for a scenic but demanding early s..

Run a scenic single 5.9 mile loop or a double 11.8 mile loop on the Promised Land Trail in Canaan Valley State Park near Davis WV. All finishers get a medal and McClumsy shirt plus post race snacks and a beer for 21 and older.

Run scenic single track trails at the Blue Crab Bolt Trail Run at Seneca Creek State Park on June 27, 2026. Choose a 5K or 10K and enjoy woods, lake views and streams as the kick off to the Blue Crab Bolt series.

Run through rolling vines at 868 Estate Vineyards in Hillsboro with a scenic but hilly 5k or 10k course that tests and rewards. Finishers get a medal, tech shirt and a glass of vineyard wine, and a virtual option is available.

Run scenic, moderately technical trails at Schaeffer Farms in Germantown, starting and finishing at the Button Farm Living History Center. Choose a 5K or 10K for a rooty, stream crossing adventure while supporting local charities.

Run the scenic Third Winchester Battlefield on Aug 8, 2026 with 5k, 10k or half marathon options on mostly gravel trail. Chip timed event with finisher medal, tech shirt and virtual option, supporting Operation Enduring Warrior.

Take on the MD Heat Trail Race in Patapsco Pickall near Elkridge with 25K and 50K options on rolling, technical single track with river crossings and rewarding climbs. Relax at the finish with food, beer and a festive post race vibe.

Enjoy a scenic trail 5k or 10k through Leopold's Preserve in Broad Run, Virginia on Aug 23, 2026, with chip timing, medals and a tech shirt. Walkers and virtual participants are welcome and races earn points toward year long series.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.

Run to the Taproom at Creekside Farm Brewery in King George offers 5K and 8K trail runs through a scenic farm along the Rappahannock River. Finish with live music, food trucks and a complimentary beer for participants 21 and over.

Trails 4 Tails at Codorus State Park offers a scenic, rolling course for the 40 mile ultra, team relay or 25K with mixed singletrack, fields and lake views. Full aid station, camping and nearby lodging make it a fun day on the trails.