Trail Running calendar near Downingtown 2026-2027

A running event at Charlestown Park offering a five person relay and a solo ultra challenge on a roughly 2.2 mile loop. Teams and solo runners compete to cover the greatest distance with cash awards for top finishers.

Test your endurance on the 15K Border Trail featuring rolling hills, woods, and water crossings. Support Eastern Pennsylvania cancer patients while enjoying scenic vistas and a community focused trail racing experience.

Experience a unique endurance event at Mount Tammany featuring repetitive loops with significant elevation gain. Participants face escalating weight challenges in a test of physical persistence where only one athlete claims the gold.

Test your endurance at Cooper River Park on a fast and flat 3.75 mile paved loop. Choose from 12 hour, 24 hour, or 100 mile challenges with great views of Philly and full aid station support.

Run a technical 8K trail through vineyards and along the river at Bohemia Manor Farm. The chip timed event includes a tech shirt and wine glass. Celebrate after with a waterfront party featuring live music and food.

A unique "last person standing" trail run in Kempton, where runners complete 1.6-mile laps against a shrinking clock. The event culminates in a communal post-race gathering with food and sponsored refreshments.

Honoring September 11 heroes, this arena climb at TD Bank Ballpark features a 2,200 foot track through stadium aisles. Join a timed stair challenge or a flat concourse walk to support the Tunnel to Towers Foundation.

Trail races at Miller Plant Farm featuring 5K, 10K, and a kids 0.5 mile run across mixed farm and wooded terrain, with on-site medical support and fundraising proceeds benefiting the WellSpan York Cancer Patient Help Fund.

Join the first annual Montey's Pack Rescue Run 5K in Collegeville, PA. This event features a 5K run/walk, a kids' fun walk, and a virtual option, with all proceeds supporting local animal shelters. Participants can run or walk on paved and..

An informal, self-supported ultramarathon at Killen's Pond State Park with 50-mile, 50K, and 12-hour options on a shaded 3.1-mile dirt loop, manual lap counting, water provided, and strict storm safety rules.

All trail race at Patapsco Pickall Area offering 25K and 50K on rolling single track with technical sections and river crossings. Aid stations provide water Tailwind and real food and the finish includes shelter food and beer.

Experience a mud filled obstacle course at DREAM Park near Philadelphia. Enjoy mud pits, a post race party, and a finisher medal while supporting local community charities through the event's give back program.

A memorial 5K trail run at Genesee Valley Outdoor Learning Center in Parkton, MD, with a 5K, 1-mile walk, kids dash, team entries, and an In Spirit donation option. Proceeds support a scholarship fund and a post-race festival offers food an..

Run through the scenic reservoir lakes and forests of Pennsylvania on a fast and flat trail course. Support clean water initiatives while enjoying an out and back race in the beautiful Roaring Creek Tract.

Experience a weekend of adventure featuring night trail running and timed endurance loops at Camp Mack. Enjoy free on site camping and inclusive categories ranging from a kids run to a twelve hour challenge.

Experience an urban obstacle course race at a major sports arena in Philadelphia. Tackle five kilometers and twenty obstacles through stadium stairs and concourses in this fast paced fitness challenge for adults and children.

Explore a beautiful seventy acre equestrian farm in Malvern through a cross country trail run or a move as you please mile. Enjoy a community celebration featuring live music and pony meet and greets to support horse care.

Celebrate Labor Day at William Heritage Winery with a scenic 5K trail run or a 1 Mile walk. Enjoy live music and vineyard views while participating in chip timed races for all ages in Mullica Hill.

A multi distance ultramarathon on a two mile loop through woods and fields near Frenchtown, New Jersey. Base Camp offers camping, meals, water and charging stations, and finishers receive handcrafted awards made from wood from the course.

A trail event at Hickory Run State Park offering 100K, 50K and 18-mile options on a figure-8 50K loop with a boulder field and a rugged Shades of Death Trail section, set with timed cutoffs and staffed aid stations.