Trail Running calendar near Derry 2026-2027

We have found 98 Trailruns within 80 miles of Derry. See below where and when you can find the races.

A Trail Animals trail event at Hale Education in Westwood offering a timed six hour option and a 3.5 mile singleloop on mostly singletrack around ponds. One cupless aid station at start/finish and limited parking with possible walking.

A classic 16-mile trail run on Connecticut's Nipmuck Trail, known for its technical terrain and old-school vibe. Organized by the Shenipsit Striders, the event supports local trail stewardship. Registration is capped and no race day signups..

April 2026

Course and Distance The Run Across CT 123 is a point-to-point ultramarathon that travels coast-to-coast across Connecticut, covering approximately 123 miles (200K). The route passes through 25 towns, starting in East Thompson and finishing..

Experience a festive trail race in Salisbury this Easter weekend. Choose between timed 5K and 10K trail runs or a vibrant 1 mile color run that supports local parks and recreation.

Ascend twenty two floors at the Omni Providence Hotel during 이 premier indoor stair climbing event. Participants can join the open or firefighter categories to tackle three hundred and forty eight steps at their own pace.

Experience a USATF sanctioned 10 mile out and back trail run along the Merrimack River. Enjoy a community atmosphere with unique homemade prizes and support local trail maintenance efforts in Andover.

Shake off winter at the Spring Fever trail run in Wompatuck State Park. Choose from a 5K, 5M, or 8-hour ultra on a reversed course. All finishers get a custom award and can enjoy on-course support.

The 11th Annual F.O.R 5k Trail Race takes runners through the scenic McDonald Nature Preserve in Wilbraham. This family-friendly trail run supports the local parks' maintenance fund.

A trail race at Jericho Town Forest (Weston, MA) on April 25, 2026 offering 10K, half, marathon, and 50K options on a marked 10K loop, cupless aid station, strict cutoffs, and parking by volunteers.

Experience three seasons of trail running and walking through scenic conservation land and a working vegetable farm in Wrentham with this unique 5K triple series.

Experience a scenic 5k trail run through conservation land and working farmland in Wrentham. Celebrate Earth Day with an off road course featuring natural obstacles and community focused agriculture support.

May 2026

A 12 mile out and back trail race on the Holyoke Ridge near Amherst MA featuring technical singletrack, over 3,500 feet of ascent, a 500 runner cap and a waitlist when full.

Support marine mammal rescue by running through the scenic forests and rocky shores of Odiorne Point State Park. This family friendly event features a chip timed 5K trail race, kids fun runs, and a community beach cleanup.

The Big A 50K Trail Race is a challenging loop course on Mount Agamenticus with technical, rocky terrain and significant elevation. Participants can choose their distance, from 10 miles up to the full 50K. The event is free to register for,..

Experience a trail run or walk through the campus of The Hartsbrook School in Hadley. Choose between a 5k or a 1 mile race on natural terrain while supporting local land stewardship and agricultural education programs.

A technical trail race on the Wapack Trail in Ashburnham, MA on May 9, 2026, offering 21.5, 43 and 50 mile options over rocky single track and significant elevation. Registration is limited, manually timed, and nonrefundable.

A trail race on Winant Park Trails near downtown Concord with windy singletrack, switchbacks, and nordic type paths. Two distances are offered and proceeds benefit the Ralph Waldo Emerson School for Preschoolers; day of event entry is avail..

Dixon's Revenge Trail Race offers a scenic run along the Salmon Falls River in Rollinsford, NH. Choose from a 5 Miler, 5K, or a Canicross 5K event to run with your dog. The loop courses mix rail trails and single-track paths for a varied tr..

Explore the scenic trails of Whitaker Woods in North Conway with a chip timed 5K or a one mile fun run. This community event supports local health services while offering a mix of flat loops and gradual wooded climbs.

Join the community at the Pinkerton Academy 5K Astro Run in Derry New Hampshire for a scenic 5 km race held on the academy campus grounds.