Trail Running calendar near Poultney 2026-2027

TAM Trek is a trail race and fun run in Middlebury, Vermont supporting the Trail Around Middlebury. Events range from a full 19 mile route around the village to shorter trail races and a family friendly two mile run.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

An 8.5 mile trail race at Merck Forest and Farmland Center in Rupert, VT featuring about 1,800 ft of climbing and two aid stations. A 0.75 mile kids loop circles the farm and all proceeds support Merck Forest and Farmland Center.

A trail event at Ascutney Outdoors offering 50 mile and 50K ultra runs, team relays, mountain bike races and kids fun races. Proceeds support Vermont Adaptive and registration details are published for the 2026 race weekend.

Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.

A 3.1-mile race at Shelburne Farms on 09/27/2026 with a course that mixes gravel paths (not loose), wooded trails, fields and dirt roads. Field limited to 200 racers; registration through Racevermont.com includes a finishers medal.

The 4th annual Paine Mountain races in Northfield Vermont on September 27, 2026 include the Anchor Challenge 6k, a 7.5 mile summit race and free youth races. Proceeds benefit the Northfield Town Forest and Norwich cross country program.

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.

An October endurance race in Cohoes, NY offering timed 1-, 3- and 6-hour solo and relay options. The event benefits Flutters of Hope, a nonprofit supporting individuals and families affected by eating disorders.

A 50 kilometer trail ultramarathon around Lake George starting and finishing at Camp Chingachgook in Kattskill Bay. The course climbs about 9,000 feet and crosses four peaks; prior ultra trail experience is required and registration closes..

Keene Family YMCA Fall Foliage Trail Races feature 5K and 10K trail courses starting and finishing at the Keene YMCA, with chip timing, age-group prizes, and proceeds supporting YMCA programs and access.

Devil's Den Ultra is a trail event on Wright's Mountain in Bradford, VT on October 10 and 11, 2026. Runners complete laps of a 10K loop on mixed rocky and rooty terrain, with a 100 runner cap and themed tarot awards.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, VT. A 13.1 mile loop mixes runnable trails, single track and steep climbs, including a climb to Round Top Mountain amid autumn foliage.

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 trail race in Keene, New Hampshire covering 4.9 miles with about 1650 feet of up and down on ski trails and single track. The event benefits the Keene Community Kitchen and includes prize money, age group awards, and raffles.

A technical 14 mile trail race at Moreau Lake State Park in Gansevoort, NY, featuring about 2700 feet of gain on winding singletrack and one aid station near Bonita Lake. The route starts and finishes at the park beach.

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.

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..