Trail Running calendar near Ipswich 2026-2027

A lap-based trail race in Keene NH using a 12.5 km loop with options up to 50 km, technical wooded terrain, aid stations, and a cupless policy requiring personal hydration gear.

Trail races at Powisset Farm in Dover MA run through farm fields and Noanet Woodlands with four distances from 1.5 to 8.3 miles. One aid station provides water and this is a cupless race so runners must bring their own hydration carrier.

The Wildcat 5K Trail Run-Walk-Wag is a trail event on May 30, 2026, featuring separate courses for runners and walkers around Wildcat State Forest. Starting at Danvers YMCA Camp overlooking Stiles Pond, the event offers prizes, treats, and..

A scenic 2.5 mile off-road run or walk around Horn Pond paired with a festival at Ice House Park featuring food trucks, a DJ, raffles, kids activities, and over 25 local mental health and substance use providers.

A five mile fun run along the Cheshire Rail Trail from the Fitzwilliam Railroad Depot to the restored Troy Depot, with a short children's loop and food and festivities at both depots. The event raises funds for local historical societies.

Run a scenic 3-mile trail through vineyards and farms at Westport Rivers Winery. After the race, enjoy a dinner with wine and live music. All runners receive a souvenir wine glass.

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.

The Otter Pond Trail Races will take place in Standish on Saturday 13 June 2026. You can run 10 kilometers.

A trail event in Dunstable MA featuring a marked 5-mile loop with about 600 feet of elevation per loop and a 6-hour option to run multiple laps; proceeds benefit the Humane Society for Greater Nashua.

A 13.1-mile trail race in Lynn Woods Reservation on June 21, 2026, run as three 4.4-mile loops over singletrack, carriage roads and fire roads, with a focus on sustainability, safety and community engagement.

Explore Portland's East Bayside trails with a 10K run, a casual bike ride, or a family-friendly 2-mile walk. The morning culminates in a community festival with music, food, and local beer. This event is the primary fundraiser for the local..

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.

The TARC Blue Hills Skyline Trail Run will take place in Canton on Saturday 11 July 2026. You can run 12 kilometers.

Take on the Summer Hill league at Ardwhallan Outdoor Pursuit Centre in West Baldwin on Sat 18 Jul 2026, a testing 4.5 km trail with 150 m of climb. Pre entry is required and junior entries welcome for a fun, competitive summer race.

The Kingman Farm Trail Race is an old-school, show up and race event over 3.8 miles of rolling nordic paths and switchback singletrack. It benefits the Doug Flutie, Jr. Foundation for Autism. Day-of registration is available.

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.

The Tarc Summer Classic will take place in Medfield on Saturday 8 August 2026. You can run between 10 and 40 miles.

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

The Watermelon Wobbler is a 5k trail run/walk/hike through scenic conservation land and a working farm. It features a varied off-road course and supports local agriculture. On-site parking is supplemented by a satellite lot nearby.

A rugged trail event in Windham, Maine offering 13M, marathon and 50K on a technical 10 mile loop with two aid stations, mandatory participant donations, on-course flagging, and a no-refund grassroots policy.