Trail Running calendar near Middlebury 2026-2027

A volunteer run charity trail event in Richmond VT offering a 50k, a two person relay and a 26k. Courses run on road and rugged trails with aid stations every 5 to 7 miles and proceeds supporting local youth skiing programs.

A 55K self-supported trail ultramarathon in New York's Adirondack Park along the Northville Placid Trail. Technical terrain with about 3,300 feet of gain; registration requires a qualifying race and includes a shirt and two meals.

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 with looped distances of 7 to 28 miles through shaded forest, creek crossings, and ridge views. Participants may ruck with added weight and receive commemorative gear.

Part of a weekly trail series at Catamount Outdoor Family Center in Williston, VT, this event offers 5 km and 2.5 km courses, adult and youth categories, weekly bibs at check-in, and weather and thunder policies with posted updates.

A multi format event in Corinth VT featuring Last Man Standing loops, a weighted pack Last Rucker Standing, and an Honor Lap that benefits Northeast Slopes, with medals and guaranteed silkies for early registrants.

A backyard ultra on Mt. Hovenberg trails in Lake Placid where runners complete a 4.167 mile loop each hour until they stop. Registration opens August 31, 2025 and fees increase by participant-count tiers.

A set of 5K trail run and virtual options at Stowe Mountain Resort on July 25, 2026. Registration includes a food and beverage ticket and proceeds support the EpicPromise nonprofit.

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 weekly trail race series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options for adults and youth, with rain or shine operation, a specific thunder policy, and bib pickup and safety check-in procedures.

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 ultramarathon in Goshen, Vermont on August 1, 2026. Offers 36 mile and 14 mile courses on mountain single track with substantial elevation gain and views from Mount Moosalamoo.

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.

Weekly trail races at Catamount Outdoor Family Center in Williston, VT offer 2.5 km, 5 km and 10 km options with adult and youth categories, weekly bib pickup, a water refill station, and published weather and thunder policies.

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.

A timed 6 hour and 12 hour loop event in Chester, VT on August 8, 2026. The 1.8 mile loop has about 280 feet of climb per lap and basic aid plus communal food are available.

Trail races at Mt Van Hoevenberg on August 8, 2026 offer 10K, half marathon and 50K courses over single track and steep terrain. Start and finish are in the venue stadium and course maps are provided.