Trail Running calendar near Danbury 2025-2026

Pinky’s Rock n Rolla is a unique 4-mile trail race held in Richmond Hill, New York, offering runners an authentic trail running experience on natural hiking trails rather than typical bridle paths or gravel roads. The course, located in For..

Climb It For Climate : The Running Kind Climb It For Climate is a mountain trail event at Belleayre Mountain Ski Center in Highmount, New York. The event is scheduled for August 16, 2026. The organizer offers a hiking option for the 25K cou..

Run the scenic Shawangunk Ridge in Rosendale NY with 70 mile, 30 mile and half marathon trail options through cliffs, lakes and pine barrens. Minimally supported and self supported, the event is a true test of endurance and trail skill.

Push your limits at the Pawling 24 Hour Trail Festival in Lakeside Park Sept 19 to 20 with timed 3 to 24 hour loop races day or night. Enjoy a scenic loop, food, music and a welcoming runner community.

Wawayanda State Park in Hewitt NJ hosts a trail festival on September 19 and 20, 2026 with races from a kids mile to a 100 mile challenge, evening panels and free camping. Join a welcoming community supporting Bigger Than The Trail.

Run a scenic 13.1 mile trail half in Roosevelt Forest with eight laps on a marked loop, aid on every lap, awards and costume prizes, plus a book drive for local kids. All get a medallion and Athletic Brewing non alcoholic beer.