Trail Running calendar near Pittsfield 2026-2027

Tackle steep slopes at the Whiteface Mountain Races on July 4. Choose from a brutal 10k mountain loop, a 20k SkyRace, or a direct Vertical K ascent. The event also features a family-friendly kids' climb and Sunday group runs.

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.

Kick off Tamworth Family Day with this scenic 5k on July 4th. The point-to-point course tours the village and trails, finishing with ice cream and a bib raffle. It's a local tradition celebrating community arts and culture.

The 48th annual Goshen Gallop is a trail run on the tough, scenic paths of the Blueberry Hill Outdoor Center. Runners can choose a 5 km or 10 km distance. All proceeds go directly to maintaining the beautiful trails you run on.

The Spaulding Woods 50K is a technical trail race on a 5.6-mile loop in Northfield, New Hampshire. Runners complete six laps, with 4,400 feet of elevation gain, within a ten-hour limit. The event supports Spaulding Academy & Family Services..

Experience one of America's oldest 100 mile ultramarathons featuring 17,000 feet of climbing through the Green Mountains. This historic event supports Vermont Adaptive Ski and Sports and uniquely includes a concurrent horse race.

A Richmond-area trail running event offering 50K, 26K and a two person relay on mixed road and rugged trails with substantial elevation gain. Proceeds support Cochran's Ski Area youth programs.

Choose your distance on the loop trails of Gore Mountain. This timed trek offers four options up to 28 miles, with a 10-hour limit and the choice to add weight for an extra challenge. Finishers get a shirt, patch, and a post-trek party, wit..

The Ragged 75 offers a rugged three-day stage race and a demanding 50k on the scenic SRKG Greenway trails in New Hampshire. Runners summit multiple peaks over technical terrain, with overnight camping and a communal atmosphere. The event ma..

The Moosalamoo Ultra starts at the Blueberry Hill Inn, featuring mountain trails in the Green Mountain National Forest. Runners can choose between a 36 mile or 14 mile course, each with significant elevation gain. The event is family and do..

A trail run and fundraiser in Poultney, Vermont featuring an 8K, a half marathon, and a kids fun run on wooded singletrack and double-track trails, cup-free aid stations, finisher awards, and post-race snacks and a raffle.

Lover's Lane is a timed trail run on a 1.8-mile loop in Chester, VT. Participants can choose 6-hour or 12-hour options in a community-supported, fat-ass format. The event supports local recreation and recovery services.

The 5K Race to the Ledges will take place in Concord on Saturday 8 August 2026. You can run 5 kilometers.

Test your endurance in the White Mountains of New Hampshire with distances ranging from 20 to 100 miles. Navigate technical trails and significant elevation gains in this rugged mountain event starting from Waterville Valley.

A biannual mountain trail race on Mount Mansfield near Stowe, Vermont, covering about 11 miles and 5,000 feet of climbing over technical and exposed trails. Entry is capped at 70 and requires a recent qualifying time.

Join the Black Bear Trail Races in New Hampshire's scenic Waterville Valley. Choose from four trail distances, including a 50K with major mountain climbs. All runners receive a finisher's medal and finish near the Town Square.

A scenic *10 km* loop at the Power Dam Recreation Area in Perkinsville, VT, with grassy trails, dirt roads and a calf-deep river crossing secured by a rope and lifeguard. The event benefits Springfield High School Cross Country and finishes..

Celebrate 20 years by running, biking, or hiking 4.3 miles up Mount Mansfield, Vermont's highest peak. This event is the largest fundraiser for the Catamount Trail Association. It's also the final race in a series with cash prizes for top r..

Trek through the forest and scrambles of Cannon Mountain in the White Mountains. Choose from four distances up to 28 miles, all on a 7-mile loop with 10 hours to finish. Participants receive a t-shirt and patch, with an optional weighted ch..

Explore the rugged Wilcox Lake Wild Forest on this challenging 50K trail run. The loop course features significant elevation change and two stocked aid stations. A post-race BBQ awaits all finishers.