Trail Running calendar near Hadley 2026-2027

Tackle rugged single track and jeep roads in Keene, NH at the Drummer Hill Trail Races on May 23, 2026. Complete one to four 12.5k laps to choose your distance, enjoy aid stations and earn a drumstick finisher award.

Join the Mine Hill Half Marathon on May 24, 2026, starting and finishing at Mine Hill Distillery in Roxbury, CT. Tackle a scenic hilly road course and celebrate afterward with food, live music and distillery samples.

IronHike Spring 26 at Mohawk Mountain CT in June offers endurance routes from 15 to 152 miles for solo runners, teams and families in a flexible relay format. Enjoy basecamp camping, support stations and finisher gear.

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.

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.

The Norbrook Farm Brewery Trail Festival will take place in Colebrook on Saturday 13 June 2026. You can run between 5 and 4 hours.

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..

Run the Red Wing Trail Challenge in Lagrangeville, NY on July 5 with 15K, 30K, and 60K options on a runnable 15K loop with varied terrain and serious climbing. Aid stations, lap base for 60K, and post race food make this a true trail day.

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.

Run the TARC Blue Hills Skyline 12K on June 21 in Milton, MA, tackling about 2,300 feet of climbing on rocky, technical Skyline trails. Stair climbs and panoramic Boston skyline views make this a memorable trail challenge.

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.

Run the Stonington Cross Country 5K in Pawcatuck at Stonington High School on Wednesday August 5. The scenic course starts and finishes on the track and winds through quiet streets, trails and grassy crossings for a community run.

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..