Woodside
Trail Running Calendar near Woodside 2026-2027
Explore the top trail runs near Woodside for 2026-2027! We've gathered 35 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
The Boxers' Trail 5K in Strawberry Mansion on September 19, 2026 offers run, walk, and youth options along a trail that passes forests, meadows, creeks, historic mansions and playgrounds. Proceeds support youth programs at Mander Playground.
A single day endurance walk at the Schuylkill Center with 7, 14, 21, or 28 mile loop options and optional weighted rucking inside a 10 hour finish window.
Teams of 6 to 13 run a 26 leg relay on a one mile trail loop at The Woodlands in Philadelphia, using custom batons and a torch carrying final 0.2 mile runner.
October 2026
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.
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.
Flat multi-distance runs along the Delaware River towpath in Bucks County offering half, marathon, 50K and 50 mile options with aid stations and tent camping at Tinicum Park.
A community 5K at Duke Island Park on October 10, 2026, run on a flat, paved trail alongside the Raritan River. Proceeds support Family & Community Services of Somerset County, which provides mental health and addiction services.
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.
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.
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.
November 2026
A scenic 5K at Laurita Winery in New Egypt with chip timing, awards and post-race music, wine and food trucks; proceeds support Mary's by the Sea.
Run a scenic 5K or 8K trail course through Unionville Vineyards followed by a post race celebration featuring live music and a glass of wine.
A trail and gravel running event in Wissahickon Valley Park offering 10 km, 10 mile and half marathon options with chip timing, aid stations, limited field size, and a post-race party with live music and warm food.