Trail Running calendar near Weathersfield 2026-2027

Five Monday evening 5K trail races at Town of Wilton Camp Saratoga across June to August 2026. Entries available per race or as a series package; proceeds benefit the Wilton Wildlife Preserve & Park.

A 72-hour endurance race in Pittsfield Vermont on June 26-28 2026 combining physical obstacles, navigation, and mental challenges. Tickets for the Death Race require a promo code issued after acceptance by the race director.

A three-stage Hurricane Heat endurance event at Riverside Farm on June 26-27, 2026, offering 4, 12, and 24 hour tiers that together form a full 24-hour challenge; entry is 18+ with 40+ challenges and team registration options.

A 24 hour endurance event in Pittsfield, Vermont on June 27 to 28, 2026. Runners repeat a two mile loop with 970 feet of elevation gain as they compete for most laps or aim to last the full 24 hours.

An 8.2 mile mountain race in Killington, Vermont with 3,010 feet of ascent and a 700 runner cap. The counterclockwise course summits Killington Peak, includes two aid stations, marked trails, and a steep Needle's Eye finish.

A single-day endurance walk on Cranmore Mountain with looped distances from 7 to 28 miles, optional rucking, aid stations every few miles, and timed results.

A Spartan obstacle weekend at Carter and Stevens Farm in Barre, MA on June 27 and 28, 2026 with Sprint, Super, and kids races, plus an obstacle workshop and spectator access.

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.