Trail Running calendar near Ashfield 2026-2027

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 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.

A 5.5 mile trail race at Soapstone Mountain featuring six ascents and about 1500 feet of climbing. The route circles the mountain with multiple steep rocky sections, limited aid access, and a field limited to 50 runners due to parking.

An 8 hour timed track event at Clapp Park on a certified 0.355 mile dirt and cinder loop, featuring chip timing, trackside bottle drop aid, age division awards, a possible virtual option, and proceeds benefitting the AYJ Fund.

Experience the Trail Animals Running Club Summer Classic at Medfield's Noon Hill and Shattuck Reservations, a scenic and challenging 10 mile loop of forested singletrack that climbs to a Noon Hill vista. Distances include 10 miles, 40 miles..

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..

Discover new trails at the Tappen Brook 5K in Bridgewater, CT. This community event winds through the scenic woodlands of Bridgewater Town Park. All runners receive a participation gift.

Run loops on a roughly 5K trail course during an eight hour celebration with the Shenipsit Striders in Tolland. Bring food, enjoy the grill, earn raffle tickets and a 50th anniversary gift while supporting local trail stewardship.

A six hour loop ultra at Jug End State Reservation in Egremont, MA on August 22, 2026. Runners complete as many 4.2 mile laps as they wish; a 0.75 mile mini loop is available in the final hour for distance milestones.

Run the Old Goat Track Club XC Classic at Waters Farm in Sutton, a spike friendly 5K cross country loop and USATF New England Grand Prix stop. Perfect for teams and individual racers, with finish line snacks and a nearby after party.

Trail races at Thacher State Park on August 23, 2026 offering 10K, 13.1M, 26.2M and 50K on shared looped courses with cupless aid stations and finish medals for the marathon and 50K.

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..

Join the Trail Animals Fall Classic at Great Brook Farm for scenic trails and distances from youth fun runs to 50 mile ultras. Community vibe, limited spots, and on course aid make this a favorite, so bring your own hydration and register e..

A trail event centered on the 70 mile Shawangunk Ridge near Rosendale NY offering 70 mile, 30 mile, and half marathon divisions. Routes move over cliffs, pine barrens, wetlands and rugged singletrack; the event is unsupported.

Trail race at Macedonia Brook State Park near Kent, Connecticut offering 12K, 25K and 50K on singletrack with technical climbs, descents and a viewpoint on Cobble Mountain. The 25K is part of the Blue Blazed Trail Running Series.

A trail race in Hooksett on September 19, 2026, featuring a 5k on stone dust and wooded conservation trails and a half mile kids run for ages 12 and under. Proceeds support Hooksett Kiwanis community and youth programs.

Annual multi-event weekend at Ascutney Outdoors in West Windsor, Vermont, featuring mountain bike and ultra running options including 50 mile and 50K distances, relays and kids' fun races. Net proceeds support Vermont Adaptive Ski and Sport..

Run the newly restored Moosup Valley State Park Trail in Moosup CT with 5K, 10K and a kids fun run on Sunday September 27, 2026. Postrace medallions or tee shirts, food and drink, leashed dogs welcome, and proceeds benefit the Rotary Club o..

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.