Trail Running calendar near Springfield 2026-2027

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.

A charity team challenge on June 27, 2026 in Bristol, NH that recreates Special Forces mission tasks. Teams of 6–12 choose Operator or Recruit levels, with awards for top teams, MVPs, fundraising leaders, and participant milestones.

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 marked 5 km trail run and walk on July 4, 2026, starting and finishing at River Brook Park in Rochester VT. Online and same day registration are available; adult and kids categories include small prize certificates.

A family oriented 5k on July 4 in Tamworth that begins at historic Ordination Rock, tours village streets and museum trails, includes a bandana, ice cream and a bib raffle, and supports the Tamworth Outing Club.

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.

Notchview Ultra in Windsor Massachusetts offers multiple timed and distance events on a 1.9 mile loop with an on-course aid station and camping options. Proceeds support the Trustees of Reservations and Baypath Humane Society.

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.

An annual trail race at Blueberry Hill Outdoor Center in Goshen, Vermont, offering 5 km and 10 km plus backcountry courses with forest scenery and a Hogback Mountain viewpoint; proceeds support trail maintenance.

A looped trail ultramarathon in Northfield, NH on July 11, 2026, the Spaulding Woods 50K runs five 10K singletrack loops with aid stations, a ten hour finish limit, and an eight hour cutoff to start the final loop.

The 46th annual Bear Swamp Run is held July 11, 2026 in Middlesex, Vermont, featuring a 5.7 miles course from Rumney Memorial School. Age-group and gender divisions are included, with awards for overall and age-category top finishers.

A summit mountain trail race at Loon Mountain of about six miles with roughly 3,000 feet of gain, including a steep 1 km section up to 40 percent. The event is part of the USATF-NE circuit and offers over $20,000 in cash prizes.

A July endurance event in Vermont offering a 100 mile and a 100 kilometer race with 17,000 feet of climbing, a concurrent horse endurance ride, and fundraising that benefits Vermont Adaptive Ski & Sport.

A trail event offering 50K, 26K and a two person relay across road and rugged trails with significant climbing. Proceeds support affordable youth skiing and snowboarding lessons through a local non-profit.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

An endurance event in Corinth, VT honoring KIA Marines with Last Runner Standing, Last Rucker Standing, and an Honor Lap. Competitors repeat 1 mile loops with 300 feet of climb until one person remains; ruckers carry required pack weights.

A 5K trail race around Barre's historical granite quarries on wooded double and single track trails, with rocky and rooty terrain. Walkers and families are welcome; registration dates and age based fees apply.

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 3.1 mile lap race at Chris Lewit Tennis Academy near Manchester, Vermont, held on wooded trails beside the West River. Net proceeds support veterans charities and all racers receive a free T shirt; family activities include river swimming..

A community trail run in Bedford, New Hampshire on July 30, 2026 featuring a 5 km course with age-based categories and fees, online registration with a noon deadline, and options to donate or buy merchandise to support the Rotary Club of Be..