Trail Running calendar near Williamsport 2026-2027

Run the Muddy Shoes Farm Park Challenge at Agricultural History Farm Park on May 2, 2026, completing each lap in under one hour. Choose 3 hour, 6 hour, or 10 hour challenges or marathon and 25K; volunteers get event swag.

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.

The Johnnycake Jolt Series will take place in Windsor Mill on Wednesday 13 May 2026. You can run between 10 and 40 kilometers.

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.

The Johnnycake Jolt Series will take place in Windsor Mill on Wednesday 20 May 2026. You can run between 10 and 40 kilometers.

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.

Run through Johnstown history at the Path of the Flood Historic Races, with 14 Miler, 8 Miler and 5K routes that travel tunnels, rail trails and riverfront. Chip timed races finish at Peoples Natural Gas Park and support Cambria trails.

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 Johnnycake Jolt Series will take place in Windsor Mill on Wednesday 27 May 2026. You can run between 10 and 40 kilometers.

Tackle 100 miles through the Massanutten Mountains and Shenandoah Valley from Fort Valley, Virginia. This scenic loop blends trails and road, climbs about 14,000 feet and serves as a true endurance test 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.

Tackle the OSS/CIA 50 Mile Night Run in Prince William Forest Park with 50, 25 or 10 mile options under the stars. Enjoy single track trails, stocked aid stations and a scenic loop run twice for the 50 mile.

Take on the Ghost Town Trail Challenge in Ebensburg, PA, a scenic endurance hike or run along a historic rail trail. Choose 7.5, 16 or 32 mile routes, enjoy aid stations and finish at Young People’s Community Center.

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.

Challenge yourself on the Ironstone 100K, a scenic point to point ultramarathon across the Alleghenies. With minimal aid stations and a grassroots, all volunteer vibe, this tough July race is part of the GrandSlam SufferFest Series.

Run the Chernisky Classic in Ebensburg with 5K and 10K routes on the scenic Ghost Town Trail, plus a free Firecracker Race for little ones with firetrucks and firefighters. Proceeds benefit the Cambria County Regional Firefighters.

Take on the Sweet Air Trail Race at Gunpowder State Park on July 12, 2026, a scenic out and back with rolling hills, faster stretches, water crossings and a bit of mud. Limited to 100 runners, entry is free and donations are welcome.

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.