Trail Running calendar near Groton 2026-2027

Teams are driven blindfolded several miles to an unknown location, then must navigate back to the start by the shortest route. This free team event uses cross country scoring and prohibits GPS, phones, and running on I 95 or I 495.

Celebrate the switch to summer with a trail race through the landscape of Hebron Connecticut. Choose between three different distances for a run through the woods during the solstice.

A trail race at the Dublin School Outdoor Center on June 20, 2026 offering a 10K and a half marathon with significant elevation gain, rugged terrain, and views of Mount Monadnock.

A trail half marathon in Lynn Woods Reservation on June 21, 2026, run as three identical loops over forested singletrack and carriage roads. The event emphasizes environmental stewardship and uses a centralized start and finish at the main..

Muddy Princess Boston is a women-focused 5K obstacle mud run at Kimball Farm in Haverhill, MA on June 21, 2026. The event features muddy obstacles, hydration and rinse stations, participant items and a partnership with the National Breast C..

TSR Trail Race is a loop-format trail run on June 21, 2026, in Adams, MA, featuring hand and machine built singletrack with climbs, descents, and a gravel meadow loop; proceeds support Thunderbolt Ski Runners' trail stewardship.

Three summer trail races at West Hill Dam in Uxbridge, MA, with well-marked wooded single and double-track courses, limited fields, age-group prizes, and a portion of fees donated to local food pantries.

A Spartan obstacle weekend at Carter and Stevens Farm in Barre Massachusetts featuring a 5 km Sprint, a 10 km Super, kids races, and an obstacle workshop across mud, woods, and rolling hills.

Team-based charity challenge in Bristol, NH on June 27, 2026 where teams of 6 to 12 complete Special Forces style stations at Recruit or Operator levels while fundraising supports veterans and first responders.

A roughly 4.5 mile trail run in Webb Forest near Sunapee, New Hampshire on June 28, 2026, benefiting the Sunapee Middle High School Track and Field program. The course features mountain vistas, single track and varied terrain, with raffle p..

A 5 mile loop run at the Cumberland Monastery with options to turn back early or add miles after the loop. The meeting point is behind the senior center where two trails join at the dirt parking lot and parking is ample.

A family friendly Independence Day event in Springfield VT offering a mostly flat 7.4K run and a 4K walk along the Black River. Family pricing is available and a $10 virtual option supports the local high school cross country team.

A five-race Monday evening cross country series at Wickham Park in Manchester CT, the 35th edition features roughly 2.4 to 2.6 mile courses, a discounted full-series entry, and proceeds supporting the Manchester High School Shoe Fund.

Notchview Ultra is a multi day running event July 10-13, 2026 in Windsor, MA featuring fixed distance and timed races on a 1.9 mile loop with an aid station, camping logistics, and charity fundraising.

A weekend trail running event in Brownsville Vermont offering a 5 mile Yellow Loop plus timed 6 hour and 24 hour ultra options on technical singletrack and ski run terrain. Camping at Ragnar Village and on-site amenities are available.

A 50K made of five 10K loops on technical forest singletrack near Northfield, New Hampshire. The limited field and looped format bring runners back to aid and the start area each lap while navigating rocks, roots, and steady elevation chang..

A 12K trail race on the Blue Hills Skyline Trail with about 2,300 feet of climbing, rocky steep terrain, and minimal aid. The route follows Skyline blazes from the Blue Hills Ski Area parking lot and requires participants to carry hydration..

A memorial 5K run and walk at Owen Bell Park in Dayville CT that raises funds for a scholarship for Killingly Ag-Ed seniors. The day includes a 5K, a walk, and a kids fun run on off-road paths with possible trip hazards.

A 12-hour timed trail event in Lawrence Woods, Medford, featuring a roughly 4-mile loop, minimal on-course aid, and parking at a nearby high school lot. The start and aid station are located in the woods about a quarter mile from parking.

A 1 mile out and back on the Farmington Canal Heritage Trail with a crushed gravel surface and hand timing. Held July 19, 2026 in East Granby in two waves with limited parking; proceeds benefit charities.