Trail Running calendar near Sudbury 2026-2027

A trail race on Winant Park Trails near downtown Concord with windy singletrack, switchbacks, and nordic type paths. Two distances are offered and proceeds benefit the Ralph Waldo Emerson School for Preschoolers; day of event entry is avail..

Experience a fast and flowing trail race through the scenic Watuppa Reservation. Choose between 10K, 30K, and 50K distances on a course featuring smooth single track and grassy fire lanes.

Dixon's Revenge Trail Race offers a scenic run along the Salmon Falls River in Rollinsford, NH. Choose from a 5 Miler, 5K, or a Canicross 5K event to run with your dog. The loop courses mix rail trails and single-track paths for a varied tr..

Join the community at the Pinkerton Academy 5K Astro Run in Derry New Hampshire for a scenic 5 km race held on the academy campus grounds.

The Free Spirit 50K is a scenic ultra on the dirt roads of Leyden, Massachusetts. The route passes historic farms, forests, and a vintage covered bridge, offering a classic New England countryside experience.

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 16 May 2026. You can run 5 kilometers.

A point-to-point 50-mile ultramarathon from Manchester to Monadnock State Park, featuring over 6,000 feet of elevation gain. The course mixes roads, dirt roads, and trails, and requires GPX navigation. With limited spots, runners must plan..

Run or walk a 5k on the Southern New England Trunkline Trail in Franklin. This event supports the development of an abandoned rail bed into a multi use path connecting local communities.

Celebrate the eighth annual Trillium Spring 5K in Canton or participate virtually from anywhere. Join over 500 runners at the brewery to support Girls on the Run Greater Boston with races for adults and children.

Two trail races, a new half marathon and a 6k sampler, weave through the scenic Shenipsit State Forest past the Soapstone Mountain tower. The event supports local trail stewardship. A cupless race, it's organized by the nonprofit Shenipsit..

The Trav's Trail Run will take place in Newburyport on Sunday 17 May 2026. You can run 3 miles.

Join this adventure based event in Barrington featuring a 1.5 mile neighborhood loop and an accessible adaptive course. This family focused run includes electronic timing and performance shirts for the first 1,000 participants.

Experience a scenic trail run through the Phillips Exeter Academy woods. This event features a 5K race for all ages and specific fun runs for children 12 and under with on site activities and childcare.

Experience a unique trail race on Cathleen Stone Island in the Boston Harbor. Enjoy a scenic ferry ride and a chip timed run followed by dinner and drinks to support science education for Boston youth.

Choose your own adventure at the Drummer Hill Trail Races in Keene, NH. Run a flexible number of 12.5k laps on technical, hilly trails, with distances from 12.5K to 50K. Aid stations and a cupless policy support your run through scenic wood..

Experience a scenic trail race through the historic Powisset Farm and Noanet Woodlands. Choose from four distances featuring grassy farm paths and forested trails including a climb up Noanet Peak.

Run or walk through the scenic Wildcat State Forest Trail in Boxford. This bird friendly event features separate courses for runners and walkers starting at the Danvers YMCA Camp overlooking Stiles Pond.

Operation Mohawk Tactical 2 unites the Mohawks Medevac and Honor & Remember 5 Miler events. It takes place at F Gilbert State Forest in Foxboro, supporting veteran and first responder suicide prevention. Participants can run, ruck, walk, or..

Experience a timed 5K trail race through the scenic meadows and woods of Coogan Farm in Mystic. Enjoy post race festivities with animal ambassadors and support local environmental conservation at this inaugural event.

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.