Trail Running calendar near Derry 2026-2027

A 12-hour loop event in Lawrence Woods within the Middlesex Fells Reservation near Medford, MA. The course is an approximately five mile loop with a minimal aid station; participants commonly set up personal spots near the start and aid are..

A roughly 3.8 mile trail race at Kingman Farm in Madbury, NH on July 26, 2026, featuring rolling nordic style paths and switchback singletrack; proceeds support the Doug Flutie Jr. Foundation for Autism and day of registration is available.

A trail run in Bedford, New Hampshire on July 30, 2026 offering separate 5 km categories for adults, youth, and kids. Online registration is available and participants can add donations or purchase merchandise to support the Rotary Club of..

A three day 75 mile stage race around Lake Sunapee with about 15,500 feet of gain and a separate 50K of roughly 33 miles and 6,300 feet. Overnight camping, limited aid stations, and a $35,000 prize purse.

A 5K mud run on August 1, 2026 at 508 INTL- Adventure Sports Center in Boston, featuring obstacles, mud pits and slides, plus Pre-Party and After-Party with music, food and beer. Kids are welcome and light quick-dry gear is recommended.

A 12 km trail race on August 1, 2026 in Hanover, NH, using Oak Hill XC and Trescott Trails with 1,446 ft of climbing. The event offers pre-registration and race-day entry with course support and timing services.

A community fundraising event in Groton, MA featuring a three-person, 8.4 mile relay across cattle trails and Gibbet Hill, youth races and family activities, with barbecue, music, and proceeds supporting local charities.

TARC Summer Classic at Noon Hill Reservation features a mostly forested 10 mile loop with singletrack, gravel and a scenic vista. The event offers 10 mile, 50K and 40 mile options and includes mandatory trail briefings and finish time limit..

A 6 hour or 12 hour fat-ass trail event on a 1.8 mile loop near Chester town park, with 280 feet of climb per loop. Basic aid and food are provided and proceeds benefit local recreation and recovery organizations.

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

A community 5K on August 8, 2026 at Pinkerton Academy in Derry, NH featuring a campus-and-trail course; runners and walkers of all ages are welcome and proceeds support the Pinkerton Fund to benefit students.

KCT Trail Fest 2026 in Kennebunkport, ME offers a 5k walk or run and a 10k run on August 9, 2026, with courses on local trails and a finish-area gathering that includes music, a beer tent, food and family games.

A multi distance trail event in the White Mountain National Forest near Waterville Valley, New Hampshire held August 14 to 16, 2026. Races include 100 mile, 50 mile and 20 mile routes with substantial elevation gain and mandatory mountain g..

A multi day timed trail event on a Winchendon farm using a roughly two mile loop. Runners choose from six hour day or night, 12 hour, 24 hour, or 48 hour formats under the Sturgeon Moon.

A scenic off-road 5K at White Barn Farm through conservation land with a midway water station and marshaled course. Proceeds support the farm and a donation to the local food pantry.

A 4.61 mile trail race at Moody Park in Claremont NH featuring narrow single track, wet sections and a steep drop and climb at Gravity Cavity. The event is part of the Western NH Trail Running Series and benefits the local parks department.

A timed 5K at Brimfield Winery on August 15, 2026, run on a mostly grass cross country style course. Registration options include a standard 5K with a postrace wine pour and a volunteer plus run option.

A scenic trail 5K on Wanakee’s 227 acre site in the White Mountains and Lakes Region of New Hampshire, held during Wanakee Homecoming. Proceeds support a camp scholarship fund and facility improvements.

Trail races in Windham, ME on technical single-track loops with 13M, marathon, and 50K options; two aid stations, on-course markings, wood carved finisher medals, and a required participant donation to local trail nonprofits.

Experience a scenic trail run through Vineyard Hill Reservation and Bradley Palmer State Park. Choose between 5 km and 10 km distances on a rolling course featuring wide trails and the open landscapes of Shaw Field.