Trail Running calendar near Conway 2026-2027

Test your endurance at the Ascutney Mountain Run in Vermont. This 3.7 mile uphill race climbs 2,300 vertical feet along a paved auto road to a scenic mountain summit finish.

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 23K mountain trail race in Tamworth NH with roughly 4,800 feet of climbing, a technical loop over the 3,478 foot summit of Mount Chocorua, mandatory mountain safety gear, and inclusion in the White Mountain Endurance Cup.

A trail event in Bradford, Vermont on June 6, 2026 featuring a 5K that climbs to Wrights Mountain summit and a 1.5 mile fun run for ages 13 and under. Proceeds support the Friends of Wrights Mountain Fund.

Sunapee Scramble is a mountain race in Sunapee, NH covering about 9.2 miles with 3,250 feet of vertical gain. It is the 2026 USATF National Classic Mountain Championship and a selection race for the US Classic Up/Down Team, with a $30,000 p..

A six mile trail race at Bradbury Mountain in Pownal, Maine that begins the Bradbury Mountain Trail Race Series. The course follows single and double track trails with rolling hills and a race cutoff of 1 hour 48 minutes.

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 trail race in the Newport town forest with 6- and 3-mile options on rocky, rooty, hilly singletrack. Starts and finishes at Newport High School; proceeds support local recreation and town forest trails.

A community fun run on 06/13/2026 behind Madbury Town Hall with a 1K kids run and a 5K route through Kingman Farm trails. Registration is free and donations for park improvements are accepted on the day.

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.

A six hour timed endurance event on a flat 4 mile rail-trail loop in Poland, Maine; participants may run multiple loops with total mileage recorded and recognized, and paid entries include an event shirt.

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.

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..

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 rucking, aid stations every few miles, and timed results.

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..

A 5K obstacle mud run in Minot, Maine on June 28, 2026 for women and girls aged 7 and older. The course includes 18 plus obstacles and emphasizes a non competitive, teamwork oriented experience.