Trail Running calendar near Hillsborough 2026-2027

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.

Experience a scenic trail run through Vineyard Hill Reservation and Bradley Palmer State Park. Choose between 5 km and 10 km distances on a rolling course featuring wide trails and the open landscapes of Shaw Field.

Experience a classic 5k cross country race through the scenic fields of Waters Farm in Sutton. Join the USATF New England Grand Prix season opener on a spike friendly course with both open and masters divisions.

Trail races in Waterville Valley, New Hampshire with multiple distances including a 50K with 7,700 feet of climbing around nearby 4,000 foot peaks. Courses start and finish at Town Square and the event is cupless.

A scenic 10 km trail loop in Perkinsville Vermont that passes three dams and includes a low river crossing with a rope and lifeguard. Post-run refreshments and a nearby swimming hole are available at the finish.

Traverse the scenic ski slopes and forest trails of Wachusett Mountain in this timed event featuring loops from 7 to 28 miles. Earn a finisher medal within 10 hours and enjoy a post trek party at the mountain base.

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 Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Saturday 5 September 2026. You can run 5 kilometers.

Experience an untimed trail run through the woods of western Maine featuring 3.6 mile laps of forest roads and single track. Enjoy on site camping and wood fired pizza along the scenic shores of Mirror Lake.

A lakeside trail run in Goshen, New Hampshire on September 5, 2026, with 3 mile and 5.7 mile courses, awards, swag, and a raffle. The longer distance awards points in the Western NH Trail Running Series.

Trek through the forest and scrambles of Cannon Mountain in the White Mountains. Choose from four distances up to 28 miles, all on a 7-mile loop with 10 hours to finish. Participants receive a t-shirt and patch, with an optional weighted ch..

Trail races at Bear Brook State Park on September 12, 2026 featuring a Half Marathon and a variable ultramarathon between 50k and 100k, GPX only navigation and no cup aid stations.

A mountain trail event in North Conway offering a technical 5 mile Little Beast and a half marathon Beast of the East with significant vertical gain and exposed alpine sections. Part of the SKYRUNNER USA Series.

Experience a historic celebration of Scottish heritage at Loon Mountain Resort featuring heavy athletics, stone lifting, and traditional music amidst New Hampshire's scenic fall foliage.

Test your limits at the birthplace of Spartan Race in the Green Mountains of Vermont. Choose from distances ranging from 5km to 50km featuring steep climbs and rugged off trail descents at the iconic Killington Ski Resort.

Experience the summit of Mount Agamenticus with a 5K or 1 mile trail race. Support local conservation efforts while running or hiking through Maine trails and participate in a raffle for all entrants.

Experience a scenic run through wooded conservation trails finishing at the Hooksett Public Library. This community event features a 5K trail race and a half mile kids fun run to support local youth programs.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

Experience the natural beauty of Maine by running or walking through woodland trails in Arundel. This conservation focused event offers 5k, 10k, and half marathon distances along with a kids bike race and live music.

Experience an endurance tradition at Mt. Ascutney featuring 50 mile and 50 km ultra runs, mountain bike races, and team relays. This scenic event supports Vermont Adaptive and includes fun races for kids.