Wilmington
Trail Running Calendar near Wilmington 2026-2027
Explore the top trail runs near Wilmington for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail races at Glenroy Preserve on October 4, 2026: 5 mile, 25K, and 50K loops with creek crossings, aid stations, and post-race food and beer.
A community trail day at McKaig Nature Center featuring a chip-timed 5K, a one-mile Monkey Rock Miler, a free kids race, a chili cook-off, event shirts for timely registrants, and awards across multiple age groups.
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.
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.
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 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 marked 5K trail race on October 25, 2026 in Kirkwood, Pennsylvania across grass fields, horse trails and dirt roads with timed divisions, ribbons, and a t-shirt option.
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.
A Halloween 5K and family festival at Old Stone Cider with a food drive, live music, vendors, costume contests, and fundraising for the Chester County Food Bank.
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 six-hour trail challenge in Coatesville where runners complete a timed 5K each hour, aiming to finish six laps for a medal and national ranking.
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.