Trail Running calendar near Danbury 2026-2027

Run the winding single lane trails of Groton Town Forest with a choice of 9.5 mile or 3.4 mile courses featuring roots, rocks and rolling climbs. Limited to 250 runners, this community race supports Groton trail maintenance and finishes wit..

Enjoy autumn trails at the Keene Family YMCA Fall Foliage Trail Races on October 4, 2026, with 5K and 10K options around scenic Keene, NH. Run for community impact while enjoying chip timed courses and seasonal views.

Run a point to point ultramarathon on the Midstate Trail across Massachusetts with crossings into NH, RI and CT. Choose 100 Mile, 50 Mile or 50K routes through woodlands, fields and rivers at peak fall.

Devil's Den Ultra near Bradford VT challenges runners with a rugged 10K loop offering 30 hour, 12 hour and 10K options on rocky, rooty mountain trails. Entries are capped at 100 and registration opens Jan 1 2026.

Join the von Trapp Mountain Marathon in Stowe Vermont with full and half marathon options on a rugged 13.1 mile loop. Steep climbs, a scramble to Round Top and sweeping views of Mount Mansfield create a rewarding mountain trail.

Run the Ghost Train Trail in Brookline, New Hampshire amid peak fall foliage. Choose ultramarathon, relays, haunted 30 mile night or 15 mile race and help fund local conservation and trail preservation.

A timed walking challenge on Burke Mountain in East Burke, VT offering 7, 14, 21, or 28 mile loop options with optional weighted vests. Complete within 10 hours to earn finisher items and Level 3 or 4 Grey Wolf recognition.

Celebrate community and fitness at the Holistic Hustle 5K and 10K at Emmons Preserve in Kennebunkport. Family friendly fun with music, treats, face painting and a wood burned finisher medal while supporting School Around Us.

TARC Stone Cat Trail Festival at Willowdale State Forest in Ipswich, MA offers distances from a cider donut mile and youth run to serious ultras up to 100K. Rugged 12.5 mile loops of roots, rocks and rolling terrain make for a scenic, chall..