Trail Running calendar near Pittsfield 2026-2027

A one-mile community event in Gilford, New Hampshire on October 4, 2026, with categories for adults, youth, and children and a complimentary shirt for those who register before September 16.

A trail event on Wright's Mountain in Bradford, VT, offering 30-hour, 12-hour and 10K options on a mixed-terrain 10K loop, limited to 100 runners and featuring themed tarot-card awards and milestone prizes.

An October trail event at Trapp Family Lodge in Stowe, Vermont featuring a 13.1 mile loop used for both full and half marathon distances. The course mixes wide dirt roads and rugged single track with steep climbs to Round Top Mountain.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

A Halloween themed 5K trail race at Arrowhead Golf Course in Milton VT on October 25, 2026. Pre registration fee is $15 and the event is open to runners 12 and older with awards for top male, female, and non binary finishers.

A 4.9 mile mountain trail race in Keene, NH on October 25, featuring four up and down laps on different trails, 1650 feet of elevation, prize money and age group awards, with proceeds supporting the Keene Community Kitchen.

A trail half marathon at Moreau Lake State Park near Gansevoort NY, covering roughly 14 miles with 2700 feet of gain on technical singletrack. The course is fully marked, includes an aid station about six miles in, and has beach parking.

A 36 hour community trail festival at Catamount Outdoor Family Center in Williston, VT featuring two repeating 3 to 4 mile loops with views of Camel's Hump and Mt. Mansfield. Entry is donation based and participants help at the aid station.

Hugs From Vets Trail 10Kish in Henniker, NH on November 1 is a trail and country road race supporting American Legion Post 78. The field is limited to 150 participants and awards recognize overall and age group finishers.

Timed running event offering several durations in New Boston, NH on a 4.0 mile loop along the New Boston Rail Trail. Chip timing, a central aid station, 100 mile buckles for individuals and teams, and specific pacer and camping rules apply.

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.

Krampuslauf brings a Krampus-themed running event to Dartmouth Skiway in Lyme, New Hampshire, with 5K and 10K loops and a 9 hour 10K lap challenge. Finishers receive medals and lap runners collect pins and a 50K medal.

Experience the US Snowshoe Nationals in Concord New Hampshire. This winter event features 5k and 10k races on a flat and fast course through open fields and singletrack trails.

A chip timed 5K at Ledge Rock Hill Winery in Lake George on May 16, 2027, run and finish on a mostly grass cross country course with mildly challenging terrain. Registration includes a T shirt, collapsible wine glass, finisher medal, and a..

A multi-distance trail event at Silver Towers in Ripton, Vermont, running May 20 to May 30, 2027, with single-day and multiday formats including a Deca-Marathon and 888K. Dorm lodging and camping are available and some proceeds support Silv..