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Trail Running Calendar near Woodlyn 2026-2027

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Explore the top trail runs near Woodlyn for 2026-2027! We've gathered 30 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.
Start your Thanksgiving with a low key run at the Moorestown High School cross country course. Choose between a 5K and a one mile fun run with snacks and drinks available for all participants.
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 Day Turkey Trot along the Schuylkill River organized by the Philadelphia rowing community, covering 5 5/8 miles over hilly and partly cross country terrain.
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
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.
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
Timed 5K at Stokelan Estate Winery in Medford NJ on April 4, 2027 offering race swag, a wine pour, and a volunteer entry that includes full registration.
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
An urban trail ultramarathon in Pennypack Park, Philadelphia on May 8, 2027 offering 25K, 50K and 50 mile options on a scenic figure 8 course.
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 fundraising 5K and 1 mile track walk in Medford NJ supporting prevention education and reducing stigma around mental health and substance use.
Scenic chip timed 5K through two vineyard properties at Auburn Road Winery with water stations, awards, post-race wine for 21+, live music and food options.
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