Trail Running calendar near Chesapeake City 2026-2027

We have found 115 Trailruns within 80 miles of Chesapeake City. See below where and when you can find the races.

Spartan Stadion in Philadelphia on August 29, 2026 features a stadium obstacle course with a 5 km race and 20 obstacles plus a kids race. The course runs through steep stairs and narrow concourses inside a South Philly sports arena.

September 2026

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 half marathon and a 10K at Lums Pond State Park on 09/06/2026, run on mixed single-track and wider trails using sections of Little Jersey and Swamp Forest. Registration windows and fees are provided for each distance.

Two mile loop trail event at Horseshoe Bend Park near Frenchtown, NJ, offering distance and timed options from 10K to 100 miles. Central Base Camp appears every two miles with food, supplies, camping, and nearby parking.

Experience the 15th annual Sasquatch Preservation Trail Run in Seven Valleys. Choose between the 5K or 10K courses and explore the natural landscapes preserved by the Farm and Natural Lands Trust.

Test your endurance at Camp Hart with 4, 6, and 12 hour trail races through technical terrain and scenic hills. Enjoy a supported loop course along the Unami Creek with hot food and diverse trail sections.

A fourth annual 5-mile trail run around Leaser Lake paired with a 100-yard youth Dragonfly Dash, family educational activities, shirts, refreshments, a midway water station, and prizes.

Trails 4 Tails at Codorus State Park offers a 40 mile ultra, a team relay and a 25K on a looped trail course that mixes pavement, fields, singletrack and shoreline, with aid stations, camping and a race day picnic nearby.

IM ABLE Games in Reading, Pennsylvania on September 19, 2026 combines road races at 2, 4 and 8 miles, wheelchair races, the Kaaginator obstacle course, Hot Wing Hustle and a Trifecta event. Wheelchair races have no registration fee.

Knight Ruck at Gov. Dick on September 25, 2026 offers 8 mile and 4 mile ruck march options with adult and junior weight rules, prizes for weighted participants, and proceeds shared between the Knights of the Kingdom and Gov. Dick.

A community 5K on September 26, 2026 that raises funds for cancer research and support, followed by an after party hosted by Independent Brewing. The event features race day raffles, a ghost runner option, and memorial recognition.

A trail event at the Schuylkill Center in Philadelphia on September 26, 2026, featuring a 7-mile loop over varied singletrack. Participants choose one to four loops, may add weight, and have timed results, aid stations, and finisher gear.

Experience the oldest trail race in the county with 10 miles of rocky terrain, steep hills, and river views. This historic event offers a technical point to point course through the scenic landscapes of Eastern Pennsylvania.

An annual community 5K run and walk at Agricultural History Farm Park in Derwood, Maryland on September 27, 2026, organized by MD District 15 Democratic Caucus. Offers adult and youth entries plus a free youth option with an accompanying ad..

October 2026

Run-A-Muck at On Point Farm offers a 5K run or a cross-country muck walk with food, live music, family activities, sensory bags for accessibility, and proceeds that support preservation of the Willistown countryside.

Goliathon is a 3.5 mile Ninja Warrior style nonprofit obstacle course at Gloucester County Fairgrounds in Mullica Hill, NJ. The course has 12 obstacles with three difficulty tiers and raises funds for clean water projects.

Trail-based five mile race and two mile fun walk at Camp Innabah in Spring City, PA on October 3, 2026. Proceeds support summer camping programs and scholarships, with a pancake breakfast and awards for overall and age groups.

Experience a technical trail race through the historic Glenroy Preserve. Choose between five mile, 25K, and 50K loops featuring creek crossings, rolling hills, and post race celebrations.

A 50K trail ultramarathon around Blue Marsh Lake near Reading, PA with rolling hills, single track and a notable climb. Relay teams of 2 to 4 split four legs; aid stations, camping and a post race buffet are provided.

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