Trail Running calendar near Rupert 2026-2027

Test your endurance at the Ascutney Mountain Run in Vermont. This 3.7 mile uphill race climbs 2,300 vertical feet along a paved auto road to a scenic mountain summit finish.

A running event in Granville on May 30, 2026: a relatively flat 5k along the rail trail finishing on the footbridge over the Mettowee, plus a kids 1k. Registration opens March 26; 5k fee $25, kids run free.

A lap based ultratrail at Chesterfield Gorge with flexible distance options on a rolling dirt road beside the river. Aid includes a water only midway station and a fully stocked turn around station; event supports Hilltown Land Trust.

A 12 hour trail running festival in Moreau, NY on a *3.8 mile* loop featuring the staircase of death, steep climb and descent. Options include solo runs, relay teams with flexible lap order, a six hour category, and a Fun Run of 1 to 3 laps..

Sunapee Scramble on June 7, 2026 is a 9.2 mile up and down mountain race with 3,250 feet of vertical, serving as the 2026 USATF National Classic Mountain Championship and the selection race for the US Classic Up and Down team.

A five mile fun run along the Cheshire Rail Trail from the Fitzwilliam Railroad Depot to the restored Troy Depot, with a short children's loop and food and festivities at both depots. The event raises funds for local historical societies.

Trail race options of 50k, 30k and 10k around Edge Hill Conservation Area in Ashfield Massachusetts, run on single track and dirt roads. The event partners with Franklin Land Trust and supports habitat restoration and land conservation.

A trail race in Newport, New Hampshire on June 13, 2026 offering 6 and 3 mile routes through rocky, rooty, hilly forest trails. Proceeds support Newport Recreation and town forest trails and awards are pure New Hampshire maple syrup.

Experience a mountain run at Killington Resort featuring 3,010 feet of vertical gain over 8.2 miles. Runners summit three peaks and tackle a steep 45 percent grade climb before finishing at the K1 base area.

A fifteenth annual trail run in Webb Forest, Sunapee NH on June 28, 2026, covering about 4.5 miles to benefit the Sunapee Middle High School Track and Field program. The course features scenic single-track trails and a raffle of sponsor pri..

The Rochester 5K Trail Run/Walk is a 4th of July event on marked forest trails. It starts and finishes at River Brook Park, following a loop with single-track sections and rolling hills.

A run and walk along the Black River in Springfield, VT, offering 7.4K and 4K options to benefit Springfield High School Cross Country. In-person and virtual entries, packet pick-up, refreshments, prizes, and family registration pricing are..

Notchview Ultra runs July 10-13, 2026 at Notchview in Windsor, MA using a 1.9 mile loop with an aid station and bathrooms. Multiple timed and distance formats are offered, with campsite options and beneficiaries including local conservation..

Gather your team for a two day relay through the scenic Vermont countryside. Run flowy single track trails and camp under the stars at the Ascutney Outdoor Center for an unforgettable weekend of adventure.

A trail running event at Blueberry Hill Outdoor Center in Goshen, VT, offering 5 km and 10 km courses on marked trails and gravel roads, with post-race food, a raffle, awards, camping, and proceeds supporting local trail maintenance.

Muddy Princess Albany is a 5 km obstacle mud run for women held at Harley Rendezvous Classic Inc. Join this non competitive event focused on unity and empowerment while supporting the fight against breast cancer.

An annual July ultrarunning event in the southern Green Mountains offering 100 mile and 100 km courses with about 17,000 feet of climbing. The race includes a concurrent horse competition and raises funds for Vermont Adaptive Ski & Sport.

A volunteer run trail race in the Richmond VT area offering a 50k with a two person relay and a 26k. Courses mix road and rugged trails, include aid stations, and support a youth skiing nonprofit.

A remote *55K* ultramarathon on the Northville Placid Trail in Adirondack Park, featuring technical terrain, about 3300 feet of gain, self-supported running, a required validation race, and registration that includes a shirt and two meals.

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.