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New Hampshire Trail Running Calendar 2026-2027

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Explore the best trail runs in New Hampshire for 2026-2027! Our updated list features 46 exciting trail runs across the region. Find your next trail run in New Hampshire below and join the trail community at these great events!

September 2026
Kismet Cliff Run in September in New Hampshire offers a 5 mile Little Beast and a 13.1 mile Beast of the East across exposed granite ridges and technical trails.
Pisgah Mountain Trail Races in Chesterfield, NH offers 50k and 23k mountain trail ultraruns on Sunday 9/13/26. Aid stations provide LMNT, Tailwinds, and Untapped and proceeds support New Hampshire Special Olympics.
A mountain footrace from the Mount Washington Cog Railway base to the summit with 2.75 mile climb or a 5.5 mile roundtrip across steep, rocky, and exposed terrain.
Run to Fall 5k at Coe Brown Northwood Academy in Northwood NH on September 13 2026 features a 5k cross country race, USATF youth races, a 2.5 mile trail walk and a kids fun run.
Trail races on Kilkenny Ridge in Stark NH offering 50 mile, 25 mile and 25K options on unmarked routes that require navigation and mandatory mountain gear.
A community 5K trail race in Hooksett that runs from Heads Pond trail through wooded conservation land to the Hooksett Public Library. A separate 0.5 mile kids fun run is available and proceeds support local youth programs.
A trail-based 5K run/walk and a 3K walking route at Mine Falls Park supporting Meals on Wheels of Hillsborough County, with a $30 registration and a 2026 event T-shirt for early registrants.
A community 5K in Jaffrey, NH offering a woods trail and a rail trail out and back. Proceeds support the volunteer Jaffrey Firefighters Company and equipment needs of the Jaffrey Fire Department.
An 18 mile out and back trail race from Windblown Ski Area in New Ipswich NH to Watatic Mountain in Ashburnham MA with steep technical terrain and a three hour turnaround cutoff.
A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.
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.
A one lap up and down mountain race in Waterville Valley, New Hampshire on September 20, 2026, part of the USATF-New England Mountain Racing Circuit. The course uses grassy ski slopes and gravel service roads and includes three aid stations.
A memorial family fun run and kids dash on scenic trails at White Mountains Regional High School, featuring prizes, music, a participant brunch, and a scholarship fund.
A single-day multisport festival at Pawtuckaway State Park offering swim, trail bike and run options, open to people who identify as women and benefiting Girls on the Run NH.
Trail-based 5K obstacle course at Wasserman Park with 12 or more beginner to intermediate obstacles, limited to 200 entries and a $40 fee.
Charity 5K run/walk at Castle in the Clouds supporting the New Hampshire Humane Society, a 3.2 miles course on trails and roads with awards, superhero swag, and leashed dogs welcome.
A mostly nontechnical 5 mile trail race plus a 1 mile kids fun run at South Cove Activity Center in Grantham on 26 September 2026.
October 2026
A last person standing trail ultra in Center Conway NH on October 3, 2026 run on a 3.5 mile forest loop with a minimal aid station, camping option, and a Sunday Beer Mile.
Keene Family YMCA Fall Foliage Trail Races feature 5K and 10K trail courses starting and finishing at the Keene YMCA, with chip timing, age-group prizes, and proceeds supporting YMCA programs and access.
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