Philadelphia
Trail Running Calendar near Philadelphia 2026-2027
Explore the top trail runs near Philadelphia for 2026-2027! We've gathered 44 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Experience a USATF sanctioned endurance event on a flat paved loop in New Jersey. Choose from 12 to 48 hour individual or relay options and earn a custom buckle for completing 100 miles.
Cross country meet at Belmont Plateau in Philadelphia featuring men's 8,000 meter and women's 6,000 meter college/open races. Both courses are described as true cross country routes and include Flagpole, Parachute and Nursery Hills.
Test your endurance at Autumn Lake Winery with a unique hourly 5 km challenge. Choose from 6, 12, or 24 hour individual and relay events across trails and vineyards in Williamstown.
A community cross-country 5K in Haddonfield on October 17, 2026 with pre-race packet pickup, onsite registration options, entrant T-shirts, awards by overall and age groups, and accommodations for visually impaired participants.
A non competitive winter running series of six loops totaling 66 miles along the Delaware River in NJ and PA from October 2026 to February 2027. Limited to 100 registrants, includes aid stations and a handmade finisher award.
Teams of 6 to 13 share 26 one mile legs on a one mile trail loop at The Woodlands, with team-made batons and a champion who finishes a 0.2 mile final leg carrying a torch.
A Halloween themed chip timed 5K at Stokelan Estate Winery in Medford, NJ with event swag, a wine pour, and a volunteer run option.
The 4th annual Chesterfield FALL Terrain 5K at Fenton Lane Park on October 18, 2026 features a 5K run/walk and a 1 mile Fun Dash, supports local charities, offers custom race shirts and age group awards.
Trail races at Parvin State Park offer a half marathon and a 6 hour lap event on a mostly trail lollipop loop. The event is cupless and uses an aid station at the start and finish.
A fall 5K trail run and walk at Fort Washington State Park supporting Scouts BSA Troops 541 and 542, with awards and shirts for early registrants.
A community focused day of running, walking, and a 0K wellness experience in West Philadelphia with multiple route distances and local business engagement.
A technical 25K trail race at Ridley Creek State Park with about 1800 feet of climbing, three aid stations, and a five hour time limit.
A Halloween track event at West Chester University with a 30 minute candy scramble, on track candy stations and a costume contest with prizes.
Family-friendly Halloween 5K and untimed 1-mile at The Bates Motel in Glen Mills with costumes, a costume contest, and proceeds benefiting the local fire company.
November 2026
Experience an off-road race weekend at Yeager’s Farm & Market featuring 4 and 10 mile trail runs. Enjoy a local atmosphere with post-race beer and bagels and earn a unique long sleeve tech shirt.
A chip-timed 5K and an untimed 1.4 mile walk with live music, contests, food, games, awards, and proceeds supporting an entrepreneurship endowment at UC Berkeley.
Donation-based trail event in Brandywine Creek State Park offering 5 mile and 10 mile courses to raise funds for local cycling and park organizations.