Trail Running calendar near Pittsfield 2026-2027

We have found 105 Trailruns within 80 miles of Pittsfield. See below where and when you can find the races.

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT offering 2.5 km, 5 km and 10 km distances, weekly bib procedures, weather and thunder policies, and options to transfer single night entries if a race is canc..

A multi day team relay at Ascutney Outdoor Center in Vermont featuring 118 miles of trail, single track and switchbacks, camping at Ragnar Village, and team options from two to eight runners with on site amenities and community activities.

A seasonal trail race at Blueberry Hill Outdoor Center on July 11 2026 offering 5 km and 10 km plus backcountry courses through forest and a Hogback Mountain viewpoint, with proceeds supporting local trail maintenance.

A looped trail 50K at Spaulding Academy in Northfield, NH featuring five 10K technical loops, about 32 miles and 4,000 feet of gain. Ten hour race limit, cupless format, and support for Spaulding Academy & Family Services.

A 5.7 mile loop on mostly dirt roads with a 450 ft climb in the first three miles and a gradual descent, held July 11, 2026 at Rumney Memorial School in Middlesex, VT.

A roughly six-mile uphill trail race to Loon Mountain’s North Peak with about 3,066 ft of climb, very steep sections including the one-kilometer Upper Walking Boss, two fluid stations, and over $20,000 in prize money.

A weekly trail running series in Williston, Vermont with youth and adult categories, distances including a 2.5 km half lap, 5K and a cubbies race for young children. Events run rain or shine with a specific thunder delay and cancellation po..

A July ultramarathon in Vermont offering 100 mile and 100 kilometer options, featuring 17,000 feet of climbing over country roads and forested trails. Proceeds benefit Vermont Adaptive Ski & Sport and a concurrent horse race accompanies the..

A trail running event with 26K, 50K and a two person relay across road and rugged trails through Huntington, Starksboro, Hinesburg and Richmond, featuring significant climbing and proceeds supporting local youth ski lessons.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

Single day endurance walk on Gore Mountain near North Creek, NY offering 7, 14, 21 and 28 mile loop options with a 10 hour cutoff and optional weighted rucking. Shaded trails, aid stations, finisher patch and Grey Wolf medal.

Part of a weekly trail series at Catamount Outdoor Family Center in Williston, VT, this event offers 5 km and 2.5 km courses, adult and youth categories, weekly bibs at check-in, and weather and thunder policies with posted updates.

A memorial endurance event in Corinth, Vermont featuring Last Man Standing running, Last Rucker Standing with weighted packs, and an Honor Lap. Repeated 1 mile loops with significant climbing determine the last competitor standing.

Backyard ultra on wooded trails at Mt. Hovenberg in Lake Placid where runners must complete a 4.167 mile loop each hour until only one remains; race features shirts, medals, ribbon sliders, and multiple award categories.

A 5K trail run and walk at Stowe Mountain Resort with in-person and virtual options, included food and beverage tickets, and proceeds supporting the EpicPromise nonprofit and local organizations.

A weekly trail race series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options for adults and youth, with rain or shine operation, a specific thunder policy, and bib pickup and safety check-in procedures.

A three day 75 mile stage race around Lake Sunapee with about 15,500 feet of gain and a separate 50K of roughly 33 miles and 6,300 feet. Overnight camping, limited aid stations, and a $35,000 prize purse.

August 2026

Trail races near Middlebury, Vermont offering a 14‑mile and a 36‑mile mountain single track route that climbs Mount Moosalamoo with views of Lake Dunmore.

A 12 km trail race on August 1, 2026 in Hanover, NH, using Oak Hill XC and Trescott Trails with 1,446 ft of climbing. The event offers pre-registration and race-day entry with course support and timing services.

A five mile trail race on the Gurney Lane Trails in Queensbury, NY featuring single track terrain, chip timed results, age group awards, a post race celebration and proceeds benefiting the Under the Woods Foundation.

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