Trail Running calendar near Pittsfield 2026-2027

Trail races at Trapp Family Lodge near Mount Mansfield offering 25k and 50k loop courses with about 2500 feet gain per 25k loop, three aid stations, a cup free policy, and a nine hour limit for the 50k.

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.

Mansfield Uphill is a 1.7-mile uphill race at Stowe Mountain Resort on June 21 and October 18, 2026, with proceeds supporting the Mansfield Nordic Pro Team. The field is limited, prizes are awarded at Midway Lodge, and a team Q&A follows.

A five‑race 5K trail series at Camp Saratoga across summer Mondays, capped at 375 entries for the series. Individual races or a full series package are available and proceeds benefit the Wilton Wildlife Preserve & Park.

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.

Spartan H3X is a staged Hurricane Heat endurance challenge at Riverside Farm in Pittsfield, VT on June 26-27, 2026. Participants choose 4 hour, 12 hour or 24 hour options and may continue through all stages up to 24 hours.

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.

A mountain trail race in Killington, Vermont on June 27, 2026 covering 8.2 miles and 3,010 ft of gain with summits of resort peaks. The course features two aid stations, a steep Needle's Eye finish and a 700 runner cap.

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 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 races on Whiteface Mountain with one- and two-loop courses, a steep Vertical K ascent, aid stations, a kids ascent, and an optional combined entry for large daily elevation totals.

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 community 5K in Tamworth on July 4, 2026 that runs from Ordination Rock to Kenneth Brett School over village streets and trails. Entry includes a commemorative gift, ice cream, and a bib raffle while youth under 18 run free.

Fourth annual July 4 event in Springfield VT with a 7.4K run and 4K walk along the Black River. Individual fee $20 and a $50 family entry for up to four people; in-person family pricing required.

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT offering 2.5 km, 5 km and 10 km distances, weekly bib procedures, weather and thunder policies, and options to transfer single night entries if a race is canc..

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 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..