Trail Running calendar near East Stroudsburg 2025-2026

Run the Vineyards Unionville offers scenic 5K and 8K trail runs through vineyards with chip timing. Enjoy live music, food trucks, a souvenir stemless wine glass and a post race pour for a festive finish.

Run through the scenic Wissahickon Valley Park on gravel and single track at Forbidden Run Fest, offering 10K, 10 mile and half marathon options. Finishers get a medal and sweatshirt, with post race pizza and live music.

Join FEAR Trail Fest 2026 for a scenic, technical 5 mile loop at Lewis Morris Park in Morristown, NJ with rocks, roots and about 600 feet of climbing. Registration opens May 31 2026 and is limited to 120 runners, hikers welcome.

Join the Inwood Hill Turkey Trot, a festive 5K through scenic Inwood Hill Park on Thanksgiving Day. Run or walk to support the Inwood Food Pantry while enjoying community spirit, free finish photos, and live results.

Squatchy Leftovers is a looped trail run at South Mountain Reservation on Nov 28, 2026, with distances from a kids mile to a tough 50K over scenic singletrack and carriage roads. Expect rugged climbs, aid every lap, and a friendly community..