Trail Running calendar near Poultney 2026-2027

A 50K trail ultramarathon in Stony Creek, NY on September 6, 2026, featuring a lollipop route from Harrisburg Lake through Wilcox Lake Wild Forest with aid stations and water filtration opportunities.

A Keene State College alumni cross-country meet on 09/12/2026 at the Keene State Athletic Complex featuring a men's 5K and a women's 2 Mile race; registration runs 09/06 to 09/12 with a $25 fee per event.

Three community races at Springfield Dam include a free kids 0.5 mile, a 1 mile Maniac Mile for ages 10 and up, and a scenic 3.1 mile course with trails, food vendors, and family activities.

A trail running event in Pittsfield State Forest offering 50K, 25K, 15K and 5 mile options on a double-loop course with significant climbing; proceeds support Free to Run, Inc.

A trail race in Groton Forest hosted by Onion River Outdoors on September 12, 2026 offering 25K and 12K distances. Volunteers receive a free lunch, a neon orange ORO hat, and free entry to select future events.

Experience a fun inflatable obstacle course at Butterfield Park. This 1 mile run or walk supports 6th grade students at Fisher Hill School in reaching their educational trip goals through community participation.

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.

Vermont Spartan Event Weekend at Killington Ski Resort offers mountain obstacle races over varied terrain, including a 5 km Sprint, 21 km Beast, 50 km Ultra, kids races and spectator options.

A community 5K in Jaffrey, NH offering a woods trail and a rail trail out and back. Proceeds support the volunteer Jaffrey Firefighters Company and equipment needs of the Jaffrey Fire Department.

A scenic 5K and 2 Mile Fun Run Walk at Crown Point State Historic Site on September 19, 2026, featuring trails, roads, and fields and raising awareness about online safety through a collaboration with prevention partners.

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.

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.

A fall trail race at Merck Forest and Farmland Center featuring an approximately 8.5 mile loop with about 1,800 feet of climbing and two aid stations. A separate 0.75 mile kids loop circles the farm and allows parent participation.

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 weekend of mountain bike and ultra running at Ascutney Outdoors near West Windsor offering 50 mile and 50 km races, relay options, and kids fun races. Proceeds benefit Vermont Adaptive and event information includes aid stations and campi..

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 on Paine Mountain in Northfield, VT include a 7.5 mile summit race, a 6K Anchor Challenge, and free youth races. The event raises funds for the Northfield Town Forest and the Norwich University 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.