Trail Running calendar near Brattleboro 2026-2027

A point-to-point ultramarathon across Connecticut, Run Across CT 123 covers about 123 miles from East Thompson to Southport with trail and road sections, a 36-hour cutoff, solo and relay options, volunteer-supported aid stations, and finish..

Trail races at Penwood State Park with a one loop 17K and a three loop 50K, about half on technical single track. The course is rocky and rolling, organized by the CT Trailmixers with proceeds to local land trusts.

The TARC Spring Classic takes place April 24, 2027 in Jericho Town Forest, Weston, MA, with 10K, half marathon, marathon and 50K looped trail options, a single aid station, marked course, and a cupless race format.

A trail running event on the Wapack Trail in Ashburnham Massachusetts with 21.5 mile, 43 mile, and 50 mile options across rocky, technical terrain with aid stations, drop bag support, and a manual timing system.

A chip timed 5K at Ledge Rock Hill Winery in Lake George on May 16, 2027, run and finish on a mostly grass cross country course with mildly challenging terrain. Registration includes a T shirt, collapsible wine glass, finisher medal, and a..