Guilford
Trail Running Calendar near Guilford 2026-2027
Explore the top trail runs near Guilford for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
An inclusive trail festival at Northfield Mountain offering a 20k prediction run, an untimed 5k fun run/hike (about 6k), a kid's run, and a virtual option.
September 2026
Pisgah Mountain Trail Races in Chesterfield, NH offers 50k and 23k mountain trail ultraruns on Sunday 9/13/26. Aid stations provide LMNT, Tailwinds, and Untapped and proceeds support New Hampshire Special Olympics.
A 1 mile inflatable fun run and walk at Butterfield Park in Orange, MA raising funds for Fisher Hill School sixth grade trip fundraising, with advance registration at $15.
A community 5K in Jaffrey, NH offering a woods trail and a rail trail out and back. Proceeds support the volunteer Jaffrey Firefighters Company and equipment needs of the Jaffrey Fire Department.
October 2026
A time-based event in New Salem MA offering 12 hour and 24 hour run or walk options around the town common on October 11, 2026.
A 5-mile mountain trail race at Granite Gorge with four laps and about 1650 feet of elevation, held to benefit the Keene Community Kitchen.
November 2026
A backyard ultra at Kenty's Farm in Winchendon MA on Nov 7 2026 featuring a 4.16667 mile loop plus 6, 12 and 24 hour timed options.