Chester

Trail Running Calendar near Chester 2026-2027

Explore the top trail runs near Chester for 2026-2027! We've gathered 43 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States

November 2027

Nov

Squatchy Leftovers Trail Race

West Orange | 24 mi from Chester

Trail Run 5 km 10 km 25 km 50 km

Trail races at South Mountain Reservation in West Orange, NJ offering distances from a kids mile to 50K, a hardship entry option, and support for Bigger Than The Trail.

January 2923

Jan

Freezing Cold Hash Run FCH

Edison | 23 mi from Chester

Trail Run 2 mi 3 mi 5 mi

Trail gathering in Middlesex County with a secret start, a 5-mile trail and a 2-mile group run, post-run social and registration from $20.

January 2924

Jan

Freezing Cold Hash Run FCH

Edison | 23 mi from Chester

Trail Run 2 mi 5 mi

Edison trail event on January 6, 2924 featuring a five mile Eagle trail and a two mile Turkey group run, followed by an over 21 post-run party.