Trail Running calendar near Randolph 2026-2027

Trail event in Westmore, Vermont offering a half marathon, 10 miler and two 5k options on dirt roads and private trails, with significant climbs, onsite camping and a post-race meal and barn dance.

A forest trail 5K in Montpelier, VT on May 30, 2026 featuring mostly single track, technical roots and rocks, and about 500 feet of elevation gain. The marked course runs through North Branch trails and is part of the local race series.

A 23 km lollipop trail race in the White Mountain National Forest with about 4,500 feet of gain and a 3,478 foot summit on technical, rocky trails. Mandatory mountain gear is required and participants should have prior hilly trail experienc..

A trail event on Wright's Mountain in Bradford, Vermont offering a 5K with an 850 foot climb and a 1.5 mile youth fun run. Proceeds support the Friends of Wrights Mountain Fund for forest maintenance.

A 6 mile trail race at Bradbury Mountain in Pownal, Maine, featuring single and double track trails with rolling hills, a 1 hour 48 minute cutoff, limited fields, race shirts at pickup, and prizes from sponsor donations.

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.

Trail running at Parc National du Mont-Mégantic on June 14, 2026, offering five distances including solo and relay marathon. The marathon has 1909 m of elevation gain and proceeds support La Bouée de Lac-Mégantic.

A mountain trail race from the Mount Washington Cog Railway base to the summit in Bretton Woods, NH, with a 2.75-mile summit option (train descent) or a 5.5-mile roundtrip.

Catamount Ultra at Trapp Family Lodge near Stowe, VT offers 25k and 50k trail loops around Mount Mansfield with aid stations, a cup-free policy, substantial elevation, and a 9 hour limit for the 50k.

A six hour endurance event on a flat 4 mile rail trail loop in Poland, Maine, where participants run as many loops as they wish and recorded mileage is recognized; shirts included with paid entry.

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.

Trail event at Owl's Head in Mansonville on June 20 2026 offering 1, 5, 10 and 21 km courses. Marked and timed routes with water points and a 3 dollar donation per registration to Fondation Christian Vachon.

Field & Forest 5 Miler is a roughly 5 mile trail race on the Crystal Spring property in Brunswick, ME. The mostly off pavement course has single track and wood bridges, and the field is limited to 50 runners.

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.

A community trail event in Freeport, Maine on June 21, 2026 featuring a 5K loop through the school property plus a one mile kids run, part of Faith Fest with free registration from May 20 to June 21.

A small weeknight trail race series around Portland Maine from June 25 to July 30 2026, featuring races of about 5K to 6.5 miles, capped fields, partnerships with local land trusts, and series prizes for those who complete three races.

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.

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..