Trail Running calendar near Rupert 2026-2027

A trail event offering 50K, 26K and a two person relay across road and rugged trails with significant climbing. Proceeds support affordable youth skiing and snowboarding lessons through a local non-profit.

A remote *55K* trail ultra on the Northville Placid Trail in the Adirondacks, featuring technical terrain, 3,300 feet of elevation gain, self-support expectations, specific validation requirements, and designated camping rules near Wakely D..

A two day ultra in West Windsor, Vermont offering 100 mile and 100 kilometer races. 100 mile entrants must meet qualifying time standards, and all entrants must complete eight hours of approved volunteer service or pay a $250 buy out by Jun..

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

A single day endurance walk on Gore Mountain near North Creek, NY offering 7, 14, 21 and 28 mile loop options with a 10 hour finish window. The shaded route climbs wooded slopes and ridge roads with aid stations, timing, and finish rewards.

Two trail-focused races at Beartown State Forest in Great Barrington, MA: a 5-mile loop around Benedict Pond and a roughly 13.5-mile half with significant climbing and technical terrain. The event is cupless with limited parking and shuttle..

A Last Man Standing style event in Corinth, VT honoring KIA Marines, with one-mile loops for runners and ruckers. Ruckers carry required pack weights and medals and timed awards are given based on completion and speed.

A 5K trail race around Barre's historical granite quarries on wooded double and single track trails, with rocky and rooty terrain. Walkers and families are welcome; registration dates and age based fees apply.

A 3.1 mile lap race at Chris Lewit Tennis Academy near Manchester, Vermont, held on wooded trails beside the West River. Net proceeds support veterans charities and all racers receive a free T shirt; family activities include river swimming..

A multi-day 75-mile stage race and a point-to-point 50K on the Sunapee Ragged Kearsarge Greenway featuring technical single-track, significant elevation gain, on-course aid stations and transported overnight gear, plus a $35,000 prize purse..

Trail races in Goshen, Vermont, centered at Blueberry Hill Inn with mountain single track and a summit view of Lake Dunmore. Distances include a 14 miler with about 2400 feet of gain and a 36 miler with over 5000 feet.

A 12 km trail run on the Oak Hill XC and Trescott Trails in Hanover, NH on August 1, 2026, featuring rolling singletrack, about 1,446 feet of climb and on-course support; pre and day of registration options are available.

A five mile trail race on the Gurney Lane Trails in Queensbury, NY featuring single track terrain, chip timed results, age group awards, a post race celebration and proceeds benefiting the Under the Woods Foundation.

Trail run and fundraiser in Poultney Vermont featuring an 8K, a half marathon and a kids fun run on singletrack and double track trails. Cup free aid stations offer refills, with awards, snacks and a post race raffle.

Lover's Lane in Chester, VT is a timed 6 or 12 hour loop event on August 8, 2026 featuring a 1.8 mile loop with 280 feet of elevation per loop. The fat ass style event provides basic aid and supports local recreation and recovery organizati..

Trail runs from Okemo's Jackson Gore area climb to the mountain summit and return on dirt roads and single track. Distances include a 7.6 mile 2500 vert race and a family run under one mile; registration includes shirt, lunch, and medal.

A summit race from the base of Stratton Mountain to the top with 2 km and 5 km options. Proceeds support the SMST2 professional cross country ski team and include a post race meeting with US Ski Team athletes.

A multi day timed trail event on a Winchendon farm using a roughly two mile loop. Runners choose from six hour day or night, 12 hour, 24 hour, or 48 hour formats under the Sturgeon Moon.

Experience a rolling cross country run through the forests and meadows of the Landis Arboretum. This sanctioned 5K race offers views of the Schoharie Valley and access to scenic trails and gardens.

A 4.61 mile trail race at Moody Park in Claremont NH featuring narrow single track, wet sections and a steep drop and climb at Gravity Cavity. The event is part of the Western NH Trail Running Series and benefits the local parks department.