Trail Running calendar near Harvard 2026-2027

A fall trail event in Harvard on October 25, 2026 featuring a 5K through orchard and woods plus a 1 mile kids fun run, with age divisions, awards, shirts, and proceeds benefiting the Harvard Conservation Trust.

A stair climb at Gillette Stadium on October 25, 2026 where participants walk, jog or climb around the lower bowl to music and stadium highlights; net proceeds support Homes for Our Troops building homes for severely injured veterans.

A 10K trail race at Penwood State Park in Bloomfield, CT on November 1, 2026. The rolling loop follows mostly technical single track on the Metacomet, Orange and Yellow trails, has no on course aid station and a three hour cutoff.

Hugs From Vets Trail 10Kish in Henniker, NH on November 1 is a trail and country road race supporting American Legion Post 78. The field is limited to 150 participants and awards recognize overall and age group finishers.

A two day obstacle event at Fenway Park in Boston featuring a Stadion 5K with 20 obstacles, a kids race, and spectator access. The course uses stadium features including the Green Monster, clubhouse, and home plate.

Timed running event offering several durations in New Boston, NH on a 4.0 mile loop along the New Boston Rail Trail. Chip timing, a central aid station, 100 mile buckles for individuals and teams, and specific pacer and camping rules apply.

A November trail festival at Willowdale State Forest in Ipswich offering multiple looped distances from a 10K to 100K, a Cider Donut Mile, and a flagged 0.5‑mile youth run, with cupless aid stations and fundraising for local land trusts.

A last runner standing backyard ultra on private farmland in Winchendon with a 4.1666 mile loop. The event also offers 6 hour, 12 hour and 24 hour timed options plus a standalone fastest lap competition.

Looped trail event at White Barn Farm featuring a clearly marked 3.1 mile loop and a fully stocked aid station. Participants stack laps to reach distances from 5K up to 50K, with each completed loop recorded.

A trail event in Upton State Forest offering a technical 10.5K loop and a two-lap half marathon, with aid stations, post-race food, and custom trophies for overall winners.

A family friendly run and walk at West Thompson Dam on November 8, 2026 featuring a timed 5K trail run, a 3K untimed walk and a free kids 1/4 mile run; proceeds support local trails, parks and a food pantry.

A 6 hour timed trail race on a 5K loop at Wright Locke Farm in Winchester Massachusetts, featuring rocky rolling singletrack, a barn aid station in a cupless format, and provisions for adaptive athletes and youth discounts.

A November trail race at Burlingame State Park offering 4 mile and 8 mile courses on dirt trails and roads, a required orange garment mandate, post-race food, and age group awards for both distances.

Enjoy a festive four mile trail race through the wide paths of Mine Falls Park. All proceeds from the run and raffle support residential and educational programs at the Nashua Childrens Home.

A trail running event at Middlesex Fells Reservation with **8 mile**, **32 mile**, and **40 mile** loop options on the white blazed Skyline Trail. The course is technical and minimally marked, cupless with two aid stations and specific cour..

Celebrate the twentieth anniversary of this unique cross country race held at the Mount Hood Golf Club. Choose between a competitive three and a half mile run or a festive two mile walk through hilly terrain.

Experience a winter trail challenge at Hale Education featuring 15 mile and 30 hour options. Navigate three unique loops through the Massachusetts woods while testing your endurance and self reliance in cold weather conditions.

Experience the US Snowshoe Nationals in Concord New Hampshire. This winter event features 5k and 10k races on a flat and fast course through open fields and singletrack trails.

Trail races at Monastery Trails in Cumberland, RI on March 14, 2027 offer distances from a 1 mile kids run to a 100K 12 hour ultra. Team ultra entries and a multilap 5 hour option are available and all finishers receive a medal.

Trail races and a 1 mile Color Run in Salisbury on March 27, 2027, featuring 10K, 5K and a non timed color run, with proceeds supporting Salisbury Parks and Recreation.