Trail Running calendar near Chester 2026-2027

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.

Timed trail event in Chester, Vermont on August 8, 2026 offering six and twelve hour options on a 1.8 mile loop with 280 feet of elevation per lap. Basic aid and shared food are available and the event supports local recovery and recreation..

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

Multiple trail ultras in the White Mountain National Forest centered at Waterville Valley on August 14-16, 2026. Routes include a 108 mile option with 29,000 ft of gain plus 58 mile and 20 mile courses on technical mountainous terrain.

A 4.61 mile trail race at Moody Park in Claremont NH featuring narrow single track, wet sections and a steep drop and climb at Gravity Cavity. The event is part of the Western NH Trail Running Series and benefits the local parks department.

Wanakee Wilderness 5K is a trail race in Meredith, New Hampshire on August 15, 2026, across a 227 acre camp property. The race supports the camp scholarship fund and is followed by an awards ceremony and a Homecoming BBQ.

This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.

A multi-distance trail event in Waterville Valley, NH on August 29, 2026 featuring a 50K around 4,000 foot peaks, a 23K on historic trails, a 4 mile forest course, and a 1 mile Bear Cub Fun Run for children.

A scenic 10 km trail loop in Perkinsville Vermont that passes three dams and includes a low river crossing with a rope and lifeguard. Post-run refreshments and a nearby swimming hole are available at the finish.

Traverse the scenic ski slopes and forest trails of Wachusett Mountain in this timed event featuring loops from 7 to 28 miles. Earn a finisher medal within 10 hours and enjoy a post trek party at the mountain base.

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Saturday 5 September 2026. You can run 5 kilometers.

A lakeside trail run in Goshen, New Hampshire on September 5, 2026, with 3 mile and 5.7 mile courses, awards, swag, and a raffle. The longer distance awards points in the Western NH Trail Running Series.

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..

A 50K trail ultramarathon in the Wilcox Lake Wild Forest near Stony Creek, NY, with a lollipop route, about 3,028 feet of climb, two stocked aid stations, and a required experience review for entry.

Trail races at Bear Brook State Park on September 12, 2026 featuring a Half Marathon and a variable ultramarathon between 50k and 100k, GPX only navigation and no cup aid stations.

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.

Thunder Run is a 5K trail race with more than 20 obstacles through woods and hills in Candia, New Hampshire on September 12, 2026. Organized by Raymond Area Rotary, 100% of proceeds support local and selected international projects.

Pisgah Mountain Trail Races in Chesterfield, NH offer 50k and 23k trail ultramarathon distances on Sunday September 13, 2026, with aid stations carrying Tailwinds, Untapped, and LMNT and proceeds benefiting New Hampshire Special Olympics.

A three-day Scottish heritage festival at Loon Mountain Resort in mid September featuring music, Highland Dance, heavy athletics, sheep dog trials, seminars and family programming.

A multi-day Spartan obstacle weekend at Killington Ski Resort on Sep 19 to 20, 2026, with Sprint, Beast, Ultra and kids races across steep off trail mountain terrain.