Trail Running calendar near Whitehall 2026-2027

A fall trail event in Groton, Vermont hosted by Onion River Outdoors, offering 25K and 12K routes through Boulder Beach State Park. Note that cell service is limited and day of purchases require cash or check.

Pisgah Mountain Trail Races in Chesterfield, NH offers 50k and 23k mountain trail ultraruns on Sunday 9/13/26. Aid stations provide LMNT, Tailwinds, and Untapped and proceeds support New Hampshire Special Olympics.

A weekend of Spartan obstacle races at Killington Ski Resort in the Green Mountains, featuring Sprint, Beast, Ultra and a Kids Race across steep, off-trail terrain. The event listing includes obstacle counts, sample pricing, and participant..

A scenic 5K cross-country course at Crown Point with a 2 Mile Fun Run Walk option, youth accompaniment rules, student fee waiver, pre registration T shirts, and awards for 5K finishers.

A community 5K run and a children’s 1 mile fun run at Schodack Town Park on September 19, 2026, raising funds for Hope House. Entry fees include 5K $30 and children free with parents running $30.

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.

An 8.5 mile trail loop at Merck Forest in Rupert, Vermont with about 1,800 ft of climbing, two aid stations, and a separate 0.75 mile kids loop. Field limits apply and all proceeds support Merck Forest & Farmland Center.

A timed charity tower climb at Empire State Plaza in Albany that reaches the 42nd floor with 809 steps. Water stations, bailout floors and medics are provided; registered participants receive a t shirt and finisher's medal.

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.

A community 5K on September 27, 2026 in Dolgeville along the Greenway Trail. Registration has a $25 fee with children under 12 free; proceeds fund free sports equipment for local youth.

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.

Trail races in Northfield, Vermont centered at the Norwich Shaw Outdoor Center, featuring a 7.5 mile summit race, an Anchor Challenge 6k, and free youth races. The event raises funds for the Northfield Town Forest and the Norwich cross coun..

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.

A timed endurance run in Cohoes, NY on October 3, 2026 offering 6 hour, 3 hour, 1 hour and relay options while supporting Flutters of Hope, a nonprofit for those affected by eating disorders.

A 50 kilometer trail ultramarathon on October 3, 2026 in Kattskill Bay, NY, that traverses multiple Adirondack peaks around Lake George with about 9,000 feet of climbing and staffed aid stations with cutoffs.

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.

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.

The Michael J. Pitney Farm Run will take place in Saratoga Springs on Saturday 10 October 2026. You can run 5 kilometers.

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.