Trail Running calendar near Chelsea 2026-2027

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.

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 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 weighted rucking, timed tracking, aid stations, and mountain views over North Conway and the White Mountains.

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 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 multi-distance July 4 event in Newport, Vermont offering Half Marathon, 10 Mile, 10K, 5K and a 2 Mile trail. Courses run along the waterfront, on the Beebe Spur Bike Path and on Memphremagog Trails with wooded sections.

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.

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 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.