Trail Running calendar near Orleans 2026-2027

Trail event in Pittsfield, Vermont, May 6 to 9, 2026, offering distances from 10 miles to 200 miles through the Green Mountain National Forest. Team entries can secure the same start time and service member discounts are available.

A chip-timed trail 5K plus 1-mile fun and walk events at Whitaker Woods on May 9, 2026, run on wooded single and double track with varied terrain. Proceeds benefit White Mountain Community Health Center.

A 5K trail run in Hanover New Hampshire held on Mother’s Day, featuring packed trails, open fields and mellow single track. Pre registration is online only and race day registration is available with different fees by age group.

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT offering 2.5 km and 5 km courses plus a Cubbies category for ages 5 and under; races run rain or shine with clear thunder and bib policies.

A spring trail running and walking series at Great Glen Trails in Gorham, NH running May 14 to June 18, 2026. Courses of 5 km, 3 km and 1.5 km are offered, with series and one time entry fees and leashed dogs permitted.

A community 5K in Bethel, ME presented by HealthReach Community Health Centers to support after school programs for K-12 students. The event has an in person race on May 16 and a virtual option May 1 to May 16; under 18 entries are free.

A muddy trail event of roughly 13.1 miles around Jericho State Park in Berlin NH that is open to trail runners this year as well as mountain bikers. Proceeds support Coös Cycling Club trail maintenance and youth cycling programs.

A weekly trail race series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options, rain or shine, with on-site bib pickup, a thunder delay/cancellation policy, and a water refill station near the bike wash.

Infinitus in Ripton, Vermont runs May 21 to 31, 2026 and offers trail races from a 9 mile option up to 250 mile and multi marathon formats. The course uses two loops and on site camping is available for a small cash fee.

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT with 5K and Half Lap options, adult and youth categories, weekly bib pickup, rain or shine policy, and on-site water refill and safety check in.

A Vermont trail event with multiple distances from 5k to a hilly half marathon, run on dirt roads and private trails, featuring a farm to table post race meal and an evening barn dance with a local band.

A trail 5K at Montpelier's North Branch Park with rolling singletrack, forested hills, and brooks. The cupless event uses a mass start, has pre registration and day of fees, and awards gift cards to category winners.

Weekly trail races at Catamount Outdoor Family Center in Williston, VT offer 2.5 km, 5 km and 10 km options for adult and youth runners. Events run rain or shine with a clear thunder policy and weekly bib distribution.

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.

Trail event at Parc national du Mont‑Saint‑Bruno offering distances for children and adults, electronic timing, aid stations, participation medal and technical shirt, with bib transfer options and an opportunity to donate to Fondation Charl..

A weekly trail running series at Catamount Outdoor Family Center in Williston VT offering 5K and 2.5 km options, weekly bibs, weather and thunder policies, on site water refill, and check in procedures for safety.

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.

Ultra Obscura is a multi loop ultramarathon at Mont Sutton on June 13 and 14 2026. Multiple distances and an 84 km relay on technical trails put emphasis on race strategy and resource management.

Experience a scenic 14K run over the dirt roads of Jeffersonville and Fletcher. Support local Vermont farmers while enjoying live music, fresh food, and community celebrations following the race.

A trail marathon in Parc national du Mont Mégantic on June 14, 2026, featuring several distances including a 42 km solo or relay with 1909 m elevation gain. Presented as the only trail marathon in Estrie.