Trail Running calendar near Plymouth 2026-2027

A community fundraising day in Groton, MA on August 5, 2026 featuring an 8.4 mile three-person relay, kids single-loop race and Little Lambs mini runs, followed by barbecue and activities, with proceeds to six local charities.

The event is cancelled. It had been planned as a 10K ruck obstacle course at Pineland Farms in New Gloucester, Maine, featuring The Crucible with 20+ obstacles and prize rules requiring participants to ruck the full course with a pack.

A trail run fundraiser in Poultney, VT featuring a half marathon, an 8K, and a kid's fun run on wooded single-track trails, with proceeds supporting Slate Valley Trails.

Timed 6 hour and 12 hour loop races in Chester, Vermont on mixed single and double track trails with basic aid and town park amenities.

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

A community 5 km run in Derry, New Hampshire on August 8, 2026, with adult and kids categories and online registration closing August 7, 2026.

Trail races at Okemo's Jackson Gore area feature a 7.6 mile summit course with 2500 vertical feet plus short family fun runs, post-race lunch and awards.

A 4.5 miles trail race on Frye Island on 08/08/2026 that starts and finishes at the Community Center and loops around the island through wooded trails. Registration opens 07/10/2026 and the fee is $10.

The Trust Trail Fest will take place in Kennebunkport on Sunday 9 August 2026. You can run between 5 and 10 kilometers.

A rugged 12 mile single track loop at Bradbury Mountain State Park, part of a small series and capped at 160 runners.

A summit trail race on Stratton Mountain with youth and open distances, prizes, raffle awards, and proceeds supporting the SMST2 professional ski team.

Bivo's second annual Summer Bash takes place August 13 at Cochran's Ski Area in Richmond, VT, featuring a trail run, MTB and gravel rides plus a Vermont Youth Cycles MTB ride for younger riders.

Multi-distance mountain trail event near Waterville Valley offering 108 mile, 58 mile and 20 mile courses across the White Mountain National Forest with significant elevation gain.

The Beast Coast Sturgeon Run will take place in Winchendon from Friday 14 August 2026 to Sunday 16 August 2026.

A 4.61 mile trail race at Moody Park in Claremont NH featuring narrow single track, wet sections and a steep drop and climb at Gravity Cavity. The event is part of the Western NH Trail Running Series and benefits the local parks department.

A 5K trail race at Wanakee in Meredith, NH on August 15, 2026 featuring wooded hills, granite trail sections, views from Look Out Point and a postrace Homecoming BBQ.

A family friendly 5K on the Webb Forest trails organized by Wilmot Learning Place, featuring a signed course, water stations, timing for runners, post-race recognition, and nearby parking with overflow at local fields.

A community run on the Lamoille Valley Rail Trail from Oxbow Riverfront Park on August 15, 2026, with an out and back course to the 1.5 mile turnaround, aid at the turn, post-race refreshments, and awards for top three finishers in each cat..

Mozo Double Up is an 11 mile mountain trail race with about 5,000 feet of ascent, limited to 70 runners, held biannually with a $105 entry fee.

Trail race in Falmouth Maine offering 13 mile, marathon and 50K options on technical single track loops through Lowell Preserve and North Falmouth.