Trail Running calendar near Brattleboro 2026-2027

Run the Sunapee Scramble in New Hampshire on June 7, 2026, a tough 9.2 mile mountain course with 3,250 feet of climbing. As the USATF National Classic Mountain Championship, it also selects the US Classic Up and Down Mountain Running Team.

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 action at Mansfield Hollow State Park with a scenic yet challenging 15 Miler along the Nipmuck Trail and a new technical 5K inside the park. Expect river views, woods, bridges and climbs while supporting Connecticut trail stewardship..

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.

Notchview Ultra in Windsor MA, July 10 to 13, 2026 features a scenic 1.9 mile loop with timed options from 6 hours to 100.7 miles. Full aid station, camping and merch plus a lap based charity challenge led by mascot Wally.

Tackle scenic trail and gravel road courses through the Moosalamoo area of Green Mountain National Forest with sweeping views from Hogback. Choose 5K or 10K and support the Blueberry Hill Outdoor Center while enjoying a friendly community r..

Take on a technical 50K in Spaulding Woods New Hampshire, six rugged laps of rocky singletrack, roots, footbridges and about 4,400 feet of climbing. Aid stations and drop bags support runners chasing a 10 hour cutoff.

Tackle Soapstone Assault, a rugged 5.5 mile trail race up Soapstone Mountain in Somers CT on July 26, 2026, featuring six steep climbs and about 1,500 feet of climbing. Expect rocky, technical terrain and stunning summit views.

Celebrate the 10th anniversary Ragged 75 around Lake Sunapee, a three stage trail challenge of about 75 miles with 15,500 ft of climbing, or tackle the one day 50k of roughly 33 miles. Camp by the lake, race rugged trails and push your limi..

Run rugged singletrack to Mount Moosalamoo in Goshen Vermont with Lake Dunmore views, choosing 14 mile or 36 mile distances that test your climbing legs. Entry includes a shirt, postrace meal, finishers award and primitive camping.

Join the 14th Annual Sweltering Summer Ultra, an 8 hour track challenge at Clapp Park in Pittsfield on August 8, supporting the AYJ Fund for children with cancer. Chip timing, a lively aid station and pizza and ice pops keep energy up.

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..

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.

Take on the Jug End Loop Ultra at Jug End State Reservation on August 22, 2026. Run or walk a rolling 4.2 mile loop as many times as you can in six hours through woods, fields, and an apple orchard while supporting local charities.

Run the Triple Dam 10K in Perkinsville VT on a scenic loop of grassy trails, dirt roads and a shallow river crossing. Open to runners and walkers, this fundraiser for Springfield XC finishes by a swimming hole with post race treats.

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.

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..

The Vermont 50 is a classic late September mountain bike and ultra run at Mount Ascutney offering 50 mile and 50K options, plus family fun and kids activities on Saturday. Proceeds support Vermont Adaptive Ski and Sports.

Run wooded trails at Amy's Park in Bolton Landing with 4.5 mile and 10 mile options or run virtually. Proceeds support the Lake George Land Conservancy and its work protecting wetlands and watersheds.

Take on Flutters and Foliage Endurance Race in Cohoes NY on Oct 3 2026 with 6 hour, 3 hour and 1 hour solo options plus relays and vendors. Family and dog friendly, proceeds support Flutters of Hope and eating disorder services.