Trails Near Jaffrey, NH | Trailmonger

About trails near Jaffrey, New Hampshire

43 named trails lie within about 25 miles of Jaffrey, covering 63.9 miles in total. 41 of them are tagged for hiking.

The closest is Gramwick Trail, about 0.4 miles away. 43 of them lie within 10 miles of town. The longest nearby is Cascade Link, at 5.2 miles. These trails fall in Cheshire County and Hillsborough County.

What the trails near Jaffrey are like

By length, 23 are under a mile, 19 run 1 to 5 miles, and 1 is 5 miles or longer. 21 are loops, ending where they start; the longest is Cascade Link, at 5.2 miles.

Of the 43 with measured elevation, White Cross Trail climbs the most, about 2,677 ft, and 8 gain 1,000 ft or more.

All 43 trails, nearest first

Gramwick TrailHikeCheshire County0.8 mi Sandy Beach PathHikeCheshire County0.2 mi Logger pathHikeCheshire County0.5 mi Green SquareHikeCheshire County0.3 mi Yellow BypassHikeCheshire County0.2 mi Red ArrowHikeCheshire County1.0 mi Green PineHikeCheshire County0.9 mi Stony FieldHikeCheshire County0.3 mi Yellow SunsetHikeCheshire County0.2 mi Blue HeronHikeCheshire County0.8 mi Wood boundHikeCheshire County0.2 mi Wales LoopHikeHillsborough County1.1 mi Green DiamondHikeCheshire County0.2 mi Red TrailHikeCheshire County0.3 mi Birchtoft TrailHikeCheshire County3.6 mi Parker TrailHikeCheshire County3.8 mi White Dot TrailHikeCheshire County3.5 mi Loop ACheshire County0.5 mi Pond LoopHikeCheshire County2.7 mi Gilson Pond Remote Campsites LoopHikeCheshire County1.9 mi Loop BCheshire County0.3 mi Harling TrailHikeCheshire County2.8 mi Ravine TrailHikeCheshire County0.5 mi Hinkley TrailHikeCheshire County4.3 mi Lost Farm TrailHikeCheshire County3.9 mi Red dotHikeCheshire County0.2 mi Yellow DotHikeCheshire County0.1 mi Red Spot TrailHikeCheshire County1.7 mi Spellman TrailHikeCheshire County0.9 mi Cascade LinkHikeCheshire County5.2 mi White Cross TrailHikeCheshire County4.7 mi Old Ski PathHikeCheshire County0.2 mi Cliff WalkHikeCheshire County2.7 mi Converse Path Camping AreaHikeCheshire County0.1 mi Thoreau TrailHikeCheshire County0.6 mi Converse PathHikeCheshire County1.8 mi Noble TrailHikeCheshire County0.4 mi Smith ConnectingHikeCheshire County1.1 mi Amphitheatre TrailHikeCheshire County1.5 mi Side Foot TrailHikeCheshire County1.1 mi White Arrow TrailHikeCheshire County1.9 mi Marlboro TrailHikeCheshire County3.8 mi Smith Summit TrailHikeCheshire County1.3 mi

Browse by county

Cheshire County

Hillsborough County

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.