Trail Running calendar near Brownsville 2026-2027

Run a scenic 5 mile Cheshire Rail Trail from Fitzwilliam Depot to the restored Troy Depot on Saturday, June 6, 2026. Enjoy family fun, food, and festivities while supporting the Fitzwilliam and Troy historical societies.

The Death by Staircase Trail Running Festival will take place in Moreau on Saturday 6 June 2026. You can run 4 miles.

A summit trail run on Wrights Mountain in Bradford VT features an 850 foot ascent and views from the town's highest point. A 1.5 mile fun run for ages 13 and under follows lower forest trails with a prize for each child finisher.

A two-lap mountain race at Mount Sunapee on June 7, 2026, serving as the USATF National Classic Mountain Championship and the Collegiate Mountain Running National Championships. About 9.2 miles and roughly 3,250 feet of elevation gain.

Race the Cirque Series at Cannon Mountain on June 13, 2026, a rugged 6.9 mile climb to the 4,031 foot summit with 3,080 feet of gain. Expect rocky, steep trails and sweeping views on this demanding mountain course.

Challenge yourself on the Flat Rock Trail Race in Dunstable MA on June 13 2026 with a scenic 5 mile loop or a 6 hour looped event, featuring rolling climbs and single track trails. All proceeds benefit the Humane Society for Greater Nashua.

Trail races of 25K and 50K loop the Trapp Family Lodge trail system near Mount Mansfield in Stowe, VT, with substantial elevation, three aid stations, and a cup free race policy.

Tackle 8.2 miles and 3,010 ft of climbing at the Cirque Series Killington on June 27, 2026, a steep, technical loop that visits three resort peaks and finishes at the K1 Lodge. Expect rocky, grassy trails and a brutal Needle's Eye climb.

The Ultratrax Cranmore will take place in North Conway on Saturday 27 June 2026. You can run between 7 and 28 miles.

Notchview Ultra in Windsor MA runs multiple timed events on a 1.9 mile loop with an on-course aid station, campsite options, and beneficiaries including the Trustees of Reservations and Baypath Humane Society.

A long-running trail race at Blueberry Hill Outdoor Center in Goshen, Vermont, offering roughly 5 km and 10 km backcountry courses through forest and mountain terrain. Proceeds fund trail and bridge maintenance for the center.

Spaulding Woods 50K is a trail ultramarathon in Northfield, NH on July 11, 2026. The race uses a technical 5.6 mile loop with rocks, roots and footbridges, requires six laps and a ten hour time limit, and supports Spaulding Academy.

A mountain trail race ascending roughly 6.03 miles to the North Peak summit in Lincoln, New Hampshire. The course gains significant elevation, includes steep ski-slope sections such as Upper Walking Boss, and features two aid stations and p..

A July endurance weekend in the southern Green Mountains offering 100-mile and 100-kilometer races, 17,000 feet of climbing, and a concurrent horse race. Proceeds support Vermont Adaptive Ski & Sport.

Volunteer-run charity trail race in Richmond VT offering 50k, 26k and a two person relay on rugged mixed terrain with significant climbing. Proceeds support affordable skiing and snowboarding lessons through Cochran's Ski Area non-profit.

UltraTrax Gore Mountain is a forest to summit timed trek in North Creek, NY on July 19, 2026 offering looped distances of 7, 14, 21, and 28 miles. Participants can add a weighted vest, follow well marked mountain trails, and have ten hours..

A three day stage race around Lake Sunapee covering about 75 miles and 15,500 ft of climbing, with an optional 50k on the final day. The format includes overnight camping, gear transport, aid stations and strict gear requirements.

Trail race in Goshen, Vermont beginning and ending at Blueberry Hill Inn. It offers 14 and 36 mile mountain single track routes with significant elevation gain, summit views, aid stations and primitive camping.

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 in Chester, VT on August 8, 2026 features 6 hour and 12 hour trail running on a 1.8 mile loop with about 280 feet of elevation per loop. The event is fat ass style with basic aid and benefits local recreation and recovery servi..