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Trail Running Calendar near Mount Monadnock 2026-2027

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Explore the top trail runs near Mount Monadnock for 2026-2027! We've gathered 8 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A 5K out and back in Brookline, NH on a former rail bed with mixed surfaces; proceeds support the Brookline Conservation Commission.
February 2027
A 3.8 mile out and back trail race from Monadnock State Park Headquarters to the summit via White Dot Trail, raced in winter conditions with a three hour cutoff.
May 2027
A technical trail event on the Wapack Trail in Ashburnham MA offering 21.5, 43 and 50 mile options with rugged terrain and significant climbing.
June 2027
Trail race in Keene, NH on a new 12.5 km loop with lap options up to 50 km, technical single track, aid stations, and parking at Fuller Elementary School.
August 2027
A single day endurance walk on Wachusett Mountain with 7 to 28 mile options, optional weighted rucks, aid stations, and a 10 hour completion window for official recognition.
October 2027
Ever Onward is a timed trail event in Dublin NH with three, six, nine or twelve hour options on a 4.5 mile loop through grassy paths and single track.
Point to point autumn trail ultramarathon across the Midstate Trail in Massachusetts offering 100 mile, 50 mile and 50 km options; 100M and 50M carry UTMB Index status.
Foliage 5K and Little Leaf Dash raised over $11,100 for Winston Prouty Center’s inclusive early childhood, family support and community services; next date October 9, 2027.
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