Wilmington
Trail Running Calendar near Wilmington 2026-2027
Explore the top trail runs near Wilmington for 2026-2027! We've gathered 29 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail festival at Independence Park with multiple timed and distance races, a free two mile walk, live music and food trucks.
A trail 5K at Autumn Lake Winery on November 26 2026 supporting All Mutts Matter Rescue, with awards for top female and male finishers and timed results.
A Thanksgiving morning Turkey Trot along the Schuylkill River, a 5 and 5/8 mile run from Malta Boat Club with club divisions and prizes chosen by finish order.
Open 5K cross country championship at Brandywine Creek State Park on November 28, 2026, with registration fees and proceeds supporting a local high school shoe program.
December 2026
A 5K cross-country run at Sharp Farm in Middletown on Dec 5, 2026, across fields, forest edges and wide trails with proceeds supporting Delaware Wild Lands.
Experience a 5k trail race through the scenic woods of Haverford Reserve with post race refreshments and long sleeve shirts for pre registered participants.
A backyard ultra in Conshohocken where runners repeat roughly 4.1 mile loops each hour until one remains, with proceeds supporting Team Foster's veterans and service dog work.
An 8.4 miles Philadelphia race along the Schuylkill River with Racejoy live tracking, chip timed splits, and awards supporting Fairmount Park maintenance.
Trail run at Blackrock Park with a chip timed 5K run in heats, a Little Tykes obstacle dash for ages 3 to 6, and proceeds benefiting Ridley United Soccer Club.
A 3.1 mile holiday fun run in Manayunk with festive attire, footwear demos, and a canned goods donation drive for North Light Community Center.
January 2027
February 2027
Four 5K trail races at Elk Township Recreational Park in Glassboro from Feb 28 to Mar 21, 2027, scored as a series with a $20 discount for full-series registration.
April 2027
A reborn six day track ultrarunning event at Cooper River Park offering timed events from six hours up to 144 hours.
A trail marathon and half marathon in Wissahickon Valley Park on April 10, 2027, featuring technical single track trails and significant climbing. The event includes race day bib pickup, live accordion music and a post race pizza party.
Out and back 50K ultramarathon and team relay along the Schuylkill River Trail starting and finishing at Lock 60 in Mont Clare, with a finish festival and Sly Fox beer.
Chip timed 5 mile race through vineyards and country roads at William Heritage Winery with post race wine options live music and food trucks.
May 2027
Dirty German in Pennypack Park features 25K, 50K and 50 Mile looped races on runnable trail with varied surfaces, German food and live music in a festival style finish area.
Multi-format track ultrarunning at a USATF certified 400 m track in Sharon Hill PA with 100 mile, 50K, 24-hour, 12-hour and virtual 50K options.
A morning 5K held as part of the Fair Hill Scottish Games on May 15, 2027, in Elkton, MD, with on-field entries accepted, an entry fee that includes admission, and cash prizes plus trophies for top finishers.
A single-loop 20 mile hike at Fair Hill NRMA on May 22, 2027 featuring aid stations, a finisher medal and about 1,600 ft of elevation gain.