Trail Running calendar near Pittsfield 2026-2027

A 118-mile team trail relay on July 10-11, 2026 at Ascutney Outdoor Center in Brownsville, VT, featuring single-track trails, camping at Ragnar Village, glamping options for some teams, and village activities like bonfires and food trucks.

An annual trail race at Blueberry Hill Outdoor Center in Goshen, Vermont, offering 5 km and 10 km plus backcountry courses with forest scenery and a Hogback Mountain viewpoint; proceeds support trail maintenance.

A 50K trail ultramarathon made of five 10K singletrack loops through the Spaulding Academy grounds in Northfield NH, with on course aid, drop bags, and a strict eight hour cutoff for the final lap.

A 5.7 mile loop on mostly dirt roads with a 450 ft climb in the first three miles and a gradual descent, held July 11, 2026 at Rumney Memorial School in Middlesex, VT.

An uphill mountain trail race to Loon Mountain North Peak in Lincoln, New Hampshire, roughly 6.03 miles with about 3,066 ft of gain and sections up to a 40 percent grade, featuring over $20,000 in prize money.

A weekly trail running series in Williston, Vermont with youth and adult categories, distances including a 2.5 km half lap, 5K and a cubbies race for young children. Events run rain or shine with a specific thunder delay and cancellation po..

Experience a four part summer trail series at the Dublin School Outdoor Center. Run a scenic 5K loop featuring singletrack and rolling terrain while supporting local charities and community needs.

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 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.

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 July 25, 2026 event in Corinth VT featuring Last Runner Standing and Last Rucker Standing formats with repeated 1 mile loops, an Honor Lap that benefits Northeast Slopes, medals, and a 24th mile fast lap prize.

A Backyard Ultra on July 25, 2026 at Mt. Van Hoevenberg in Lake Placid featuring repeated 4.167 mile (6.706 km) loops on wooded trails where runners are eliminated each hour. Entry was listed at $154.70 and the event is full with a waiting..

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 races near Middlebury, Vermont offering 36 mile and 14 mile courses on mountain single track with substantial elevation gain and views from Mount Moosalamoo into Lake Dunmore.