Trail Running calendar near Plymouth 2026-2027

A mountain footrace beside the Mount Washington Cog Railway offering a 2.75 mile summit climb or a 5.5 mile roundtrip, steep grades and boulder fields, and highly variable summit weather.

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 timed six hour endurance event on a flat four mile loop in Poland, Maine. Runners and walkers may complete unlimited loops and recorded mileage earns recognition.

A timed 5K loop through woods and fields at the Maine Outdoor Wellness Center on June 20, 2026. Bibs, water, snacks, and family activities are provided and a $15 registration supports community building and programming.

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.

Muddy Princess Boston is a women-focused 5K obstacle mud run at Kimball Farm in Haverhill, MA on June 21, 2026. The event features muddy obstacles, hydration and rinse stations, participant items and a partnership with the National Breast C..

A trail 5 km race at Libby Hill Forest Trails in Gray, ME on June 21, 2026. Online registration is $15 through June 19, race day registration is $20 and students enter free. Proceeds support trail maintenance and door prize drawings are pla..

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.

Weeknight trail race series near Portland, Maine with small fields, courses of about 5K to 6.5 miles, partnerships with local land trusts, and series standings for runners who complete three or more events.

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.

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.

UltraTrax Cranmore is a single day endurance walk in North Conway where participants choose 7, 14, 21 or 28 miles to complete within 10 hours. Options include carrying 10, 20 or 35 pounds and earning a Grey Wolf medal at higher levels.

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.

Second annual Kennebec Savings Bank East Bayside Trail Fest in Portland on June 28 2026 offers three trail events plus a post event celebration with music, food trucks and local beer. Proceeds support Portland Trails and the Bicycle Coaliti..

Muddy Princess Maine is a 5K obstacle mud run at Hemond's MX & Offroad Park in Minot, ME on June 28, 2026. The event supports the National Breast Cancer Foundation and includes medals, digital photos, hydration and rinse stations.

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 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.