Trail Running calendar near Chesterfield 2026-2027
We have found 127 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.
We have found 127 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.
This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.
Experience a classic 5k cross country race through the scenic fields of Waters Farm in Sutton. Join the USATF New England Grand Prix season opener on a spike friendly course with both open and masters divisions.
A 10 km race at Power Dam Recreation Area in Perkinsville, VT on August 30, 2026, part of the Western NH Trail Running Series. Online registration closes August 28, 2026; youth entries are free and age-based fees apply.
The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Saturday 5 September 2026. You can run 5 kilometers.
The Cross-Connecticut Run for Mental Health Awareness will take place in Suffield on Saturday 12 September 2026. You can run 56 miles.
A multi-day Spartan obstacle weekend at Killington Ski Resort on Sep 19 to 20, 2026, with Sprint, Beast, Ultra and kids races across steep off trail mountain terrain.
A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.
Trail races and a six hour timed event take place on double track dirt and gravel trails at Assabet River National Wildlife Refuge in Sudbury MA. The race is cupless, aid stations are provided, and pacers are allowed for the six hour event.
A virtual 55K challenge linked to the Great Bay 5K in Stratham, New Hampshire. Complete 55 kilometers in one day or between October 1 and October 24, 2026; registration includes a shirt if ordered by October 1 and a bib with a beer or cider..
A fall endurance event in Cohoes, NY offering 6 hour solo and relay, 3 hour and 1 hour timed formats, with buckles for solo runners over 26.2 miles, swag and finisher awards, and fundraising for Flutters of Hope Inc.
A 50 kilometer mountain ultramarathon around Lake George with roughly 9,000 feet of climbing, multiple aid stations, and required prior ultra-trail experience; the route starts and finishes at Camp Chingachgook in Kattskill Bay.