Best Trails Near Jaffrey NH

Jaffrey has 16 trails in the vicinity, including 6 hiking trails and 3 for flatwater kayaking & canoeing. These trails range from 2 to 7.8 miles in length. The longest trail in Jaffrey is Annett Wayside Park a well-known trail measuring 7.8 miles in total length.

The most popular trails are Mount Monadnock, Mountain Brook Reservoir and Contoocook River. Trails.com member Karen M. recently completed Hubbard Pond.

More information on the best trails in Jaffrey can be found below.
  • Mount Monadnock

    3 Reviews

    Jaffrey, NH

    A cliff-side walk to the summit of one of the most-climbed mountains in the world. Mount Monadnock is one of the best-known mountains in New England. It is claimed to be the second most often ...
    •  4 hours
    •  5.7 miles
    •  Guide

    A cliff-side walk to the summit of one of the most-climbed mountains in the world. Mount Monadnock is one of the best-known ...

  • Contoocook River

    2 Reviews

    Jaffrey, NH

    An easy half-day paddle through the New Hampshire countryside. The Contoocook is one of New Hampshire's high-volume rivers, beginning near the Massachusetts border in Jaffrey and flowing north ...
    •  3.5 hours
    •  7 miles
    •  Guide

    An easy half-day paddle through the New Hampshire countryside. The Contoocook is one of New Hampshire's high-volume rivers, ...

  • Hubbard Pond

    1 Reviews

    Jaffrey, NH

    An interesting paddle among bogs, beavers, birds, and good views of Mount Monadnock. Hubbard Pond is the least developed of the numerous ponds and lakes in the area around the southern New Hampshire ...
    •  2 hours
    •  3.5 miles
    •  Guide

    An interesting paddle among bogs, beavers, birds, and good views of Mount Monadnock. Hubbard Pond is the least developed ...

  • Mount Monadnock Trail

    1 Reviews

    Jaffrey, NH

    It’s almost the law in New England; at some point in time, you must hike Mount Monadnock. In fact, Monadnock is said to be the second most frequently hiked mountain in the world, after Japan’s ...
    •  4 hours
    •  4.2 miles
    •  Guide

    It’s almost the law in New England; at some point in time, you must hike Mount Monadnock. In fact, Monadnock is said to be ...

  • Mountain Brook Reservoir

    1 Reviews

    Jaffrey, NH

    This shallow, marshy pond will take you away from busy Route 202 and offers great views of Mount Monadnock. Mountain Brook Reservoir is a good location to look for muskrat, wood duck, and deer ...
    •  3 hours
    •  Guide

    This shallow, marshy pond will take you away from busy Route 202 and offers great views of Mount Monadnock. Mountain Brook ...

  • Monadnock Mountain

    1 Reviews

    Jaffrey, NH

    A half-day hike from the Connecticut River to the top of Mount Monadnock. Lots of Wildlife, an invigorating climb, but (at present) no summit view.
    •  4.5 miles
    •  Guide

    A half-day hike from the Connecticut River to the top of Mount Monadnock. Lots of Wildlife, an invigorating climb, but (at ...

  • Gap Mountain

    0 Reviews

    Jaffrey, NH

    A short hike leads to blueberry picking and an open summit that offers views to Mount Monadnock and the Green Mountains of Vermont. Situated just south of the legendary Mount Monadnock, Gap Mountain ...
    •  2.6 miles
    •  Guide

    A short hike leads to blueberry picking and an open summit that offers views to Mount Monadnock and the Green Mountains of ...

  • Peterborough, Jaffrey/Rindge, Mount Monadnock, & Dublin, NH

    0 Reviews

    Jaffrey, NH

    Hikers, we’re coming to you. Like skiing in Tuckerman’s Ravine on Mount Washington, climbing Monadnock is a New England ritual, almost a rite of passage for the young. This itinerary visits the ...
    •  One day to several days
    •  Guide

    Hikers, we’re coming to you. Like skiing in Tuckerman’s Ravine on Mount Washington, climbing Monadnock is a New England ritual, ...

  • Grand Monadnock

    0 Reviews

    Jaffrey, NH

    A quick climb to a popular bald peak followed by a descent over lengths of open rock to a subpeak with more expansive views and then through a quiet second-growth forest back to the trailhead. ...
    •  6 hours
    •  4 miles
    •  Guide

    A quick climb to a popular bald peak followed by a descent over lengths of open rock to a subpeak with more expansive views ...

  • Monadnock State Park, Old Toll Road

    0 Reviews

    Jaffrey, NH

    A comfortable climb on a dirt road to dazzling views from a clearing halfway up the mountain. Grand Monadnock gets its preeminence as one of the most beloved mountains in the nation from its ...
    •  2 hours
    •  3 miles
    •  Guide

    A comfortable climb on a dirt road to dazzling views from a clearing halfway up the mountain. Grand Monadnock gets its preeminence ...

  • Monadnock State Park, Wildwood Nature and White Dot Trails

    0 Reviews

    Jaffrey, NH

    A pleasant, booklet-guided nature trail on the way to Falcon Spring with cool, refreshing mountain water. Grand Monadnock is a wonderfully singular mountain. Located in rural, wooded, southwestern ...
    •  1 hour
    •  2 miles
    •  Guide

    A pleasant, booklet-guided nature trail on the way to Falcon Spring with cool, refreshing mountain water. Grand Monadnock ...

  • Annett Wayside Park

    0 Reviews

    Jaffrey, NH

    A mountain bike ride through rural New Hampshire and a clean, quiet place to picnic afterward top the list of enviable ways to spend a sunny day. It's what you get though at Annett Wayside Park, ...
    •  1.5 hours
    •  7.8 miles
    •  Guide

    A mountain bike ride through rural New Hampshire and a clean, quiet place to picnic afterward top the list of enviable ways ...

  • Annett State Forest

    0 Reviews

    Jaffrey, NH

    Tucked away on a back road between Ridge and Jaffrey, Annett State Forest is a delightful patch of quiet woods laced with dirt roads, snowmobile trails, and ponds. You could spend the better ...
    •  3 miles
    •  Guide

    Tucked away on a back road between Ridge and Jaffrey, Annett State Forest is a delightful patch of quiet woods laced with ...

  • Mount Monadnock Loop

    0 Reviews

    Jaffrey, NH

    Mount Monadnock is the crown jewel in southwestern New Hampshire’s treasure—Monadnock State Park. At 3,165 feet Monadnock’s rocky summit is arguably the most climbed mountain in the world. More ...
    •  Day trip
    •  4.6 miles
    •  Guide

    Mount Monadnock is the crown jewel in southwestern New Hampshire’s treasure—Monadnock State Park. At 3,165 feet Monadnock’s ...

  • Mount Monadnock Loop

    0 Reviews

    Jaffrey, NH

    Mount Monadnock is the crown jewel in southwestern New Hampshire’s treasure—Monadnock State Park. At 3,165 feet Monadnock’s rocky summit is arguably the most climbed mountain in the world. More ...
    •  Day trip
    •  4.6 miles
    •  Guide

    Mount Monadnock is the crown jewel in southwestern New Hampshire’s treasure—Monadnock State Park. At 3,165 feet Monadnock’s ...

  • Gilson Pond Campground

    0 Reviews

    Jaffrey, NH

    Gilson Pond is the first new campground in the New Hampshire state-park system in more than 40 years—pretty exciting stuff in the camping world. The summer of 2010 was the first season it was ...
    •  Guide

    Gilson Pond is the first new campground in the New Hampshire state-park system in more than 40 years—pretty exciting stuff ...