Trail Running calendar near Pittsfield 2026-2027

A weekly trail running series at Catamount Outdoor Family Center in Williston VT offering 5K and 2.5 km options, weekly bibs, weather and thunder policies, on site water refill, and check in procedures for safety.

A 6.9 miles mountain trail race at Cannon Mountain, New Hampshire with 3,080 ft of elevation gain and a summit at 4,031 feet. The route features a 2 mile Kinsman Ridge section on steep technical trails and a strict 2 hour summit cutoff.

A five mile fun run along the Cheshire Rail Trail from Fitzwilliam Depot to the restored Troy Depot on June 13, 2026. The day features food and festivities, a children's loop, return transport on request, and benefits local historical socie..

A trail race in Newport, New Hampshire on June 13, 2026 offering 6 and 3 mile routes through rocky, rooty, hilly forest trails. Proceeds support Newport Recreation and town forest trails and awards are pure New Hampshire maple syrup.

Experience a scenic 14K run over the dirt roads of Jeffersonville and Fletcher. Support local Vermont farmers while enjoying live music, fresh food, and community celebrations following the race.

A weekly trail running series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options, rain or shine, with published per-night fees, a thunder delay policy, weekly bibs, and on-site water refill.

Trail ultraruns on the Trapp Family Lodge multi-use trails near Mount Mansfield in Stowe Vermont. Distances are a single 25K loop or a 50K that repeats the loop.

Part of the Grit Series, this Dublin NH trail event offers a 10K and a half marathon with substantial elevation gain and views of Mount Monadnock. Registration runs from May 3 to June 6, 2026.

Weekly trail races at Catamount Outdoor Family Center in Williston offer 5 km and 2.5 km options with adult and youth categories. Events run rain or shine with a thunder policy, onsite bib pickup, and a water refill station.

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 challenge in Pittsfield, VT, run on repeated *2-mile* loops with 970 feet of elevation gain per loop. Participants compete for most laps or to endure the full day; tickets start at $135.

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 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 fifteenth annual trail run in Webb Forest, Sunapee NH on June 28, 2026, covering about 4.5 miles to benefit the Sunapee Middle High School Track and Field program. The course features scenic single-track trails and a raffle of sponsor pri..

A weekly trail running event in Williston, VT offering 5 km and 2.5 km options with adult and youth categories and modest entry fees. Races run rain or shine with a clear thunder and cancellation policy and weekly bib distribution.

Mountain running at Whiteface Mountain Ski Resort on July 4, 2026. Options include a single loop Mountain Race (~10 km, ~3,900 ft), a two loop SkyRace (~20 km, ~7,800 ft), a Vertical K and a kids climb, finishing at the summit.

A well marked 5k trail run and walk in Rochester, Vermont, organized by Pierce Hall Community Center and Ridgeline Outdoor Collective, following single-track trails and local connectors around River Brook Park.

A family oriented 5k fun run in Tamworth, New Hampshire centered on historic Ordination Rock during July 4 celebrations. Organized by the Tamworth Outing Club, registration includes a bandana, ice cream, and a bib raffle entry.

A July Fourth run in Springfield VT along the Black River offering 7.4K and 4K distances plus virtual options, benefiting Springfield High School Cross Country. Family rates, on-site packet pick-up, and post-run refreshments are provided.