Trail Running calendar near West Windsor 2026-2027

Experience a scenic New England trail event in Dunstable with a 5 mile loop or a 6 hour timed challenge. Support the Humane Society while running through historic quarries and former ski hills.

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.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 16 June 2026. You can run 5 kilometers.

Catamount Ultra in Stowe, Vermont features a 25K loop of wide, hard-packed trail through pastures and hardwood forest and a 50K option covering the loop twice on June 20, 2026.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 23 June 2026. You can run 5 kilometers.

Test your physical and mental limits during this seventy two hour endurance challenge in Pittsfield Vermont. Navigate rugged forests and steep mountains while facing unpredictable tasks and grueling obstacles.

Test your limits at this three stage endurance event in Vermont featuring challenges across 4, 12, or 24 hours. Participants can progress through multiple tiers of the Hurricane Heat at the scenic Riverside Farm.

Test your endurance at Riverside Farm with a 24 hour challenge in the Green Mountains of Vermont. Complete as many 2 mile loops as possible while navigating 970 feet of elevation gain per lap.

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.

UltraTrax Cranmore is a summer endurance walk in the White Mountains featuring 7 to 28 mile options on a scenic 1,775 foot elevation loop. Participants can walk, hike, or ruck with added weight to earn finisher patches and medals.

Experience an obstacle course weekend at a lush Massachusetts farm featuring rolling hills and mud. Choose from 5k and 10k races or the kids division with onsite farm treats and a local brewery.

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 Catamount Weekly Trail Running Race will take place in Williston on Tuesday 30 June 2026. You can run 5 kilometers.

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 family oriented 5k fun run in Tamworth, New Hampshire centered on historic Ordination Rock during July 4 celebrations. Organized by the Tamworth Outing Club, registration includes a bandana, ice cream, and a bib raffle entry.

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..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 7 July 2026. You can run between 5 and 10 kilometers.

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.