Walpole, New Hampshire

Looking for the best hiking in Walpole? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Walpole. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Walpole

  • Wallingford, Vermont

    Hike the White Rocks Ice Beds Trail

    1.6 mi / 180 ft gain
    This 1.6 mile round trip hike starts from the Ice Beds parking lot in the Green Mountain National Forest in Vermont.  The trailhead is close to the parking lot entrance, following the blue-blazed trail.  Be sure to read the signs, as the far trailhead is a hike to the cliffs, not the ice beds. Af...
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  • Hartford, Vermont

    Camp at Quechee State Park

    4.0
    Located on the Ottauquechee River, Quechee State Park offers camping options right beside one of Vermont's most famous gorges—Quechee Gorge. The steel bridge that passes over the 165 ft. gorge is just one of many spectacular views in this area. Quechee State Park is on Route 4 and easily accessi...
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  • Woodstock, Vermont

    The Pogue and Mount Tom Trail

    4.38 mi / 751 ft gain
    The Pogue and Mount Tom Trail is a loop trail that takes you by a lake located near Woodstock, Vermont.
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  • Shaftsbury, Vermont

    Lake Shaftsbury Loop

    4.0
    1.39 mi / 160.98 ft gain
    Lake Shaftsbury State Park is a small park in Southern Vermont between Bennington and Manchester. It is well-loved by locals as swimming spot in the summer, especially for families with kids.  Less well known is the nature trail that meanders around the perimeter of the lake. While only a mile in...
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  • Bedford, New Hampshire

    Pulpit Rock Conservation Area Loop

    4.8
    2.4 mi / 0 ft gain
    We began our hike at Kennard Trailhead, which is easy to miss if you aren’t looking for it.  The approximate GPS address is 596 New Boston Road, Bedford, NH, though in reality the parking area is about 0.2 miles west of the junction of New Boston Rd and Esther Drive.These trails are very well mai...
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  • Dorset, Vermont

    Hike 'The Merck'

    4.0
    2.5 mi
    Of the 10 trails at The Merck, The Wildlife Trail is a great hike through the forest that offers you the best way to see wildlife, streams and tracks. You can do the whole hike as a loop in about 2-2 1/2 hours or shorten it up with some shortcuts if you just want a quick hike. Great for family ...
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  • Milford, New Hampshire

    Granite Town Rail Trail

    13.24 mi / 761 ft gain
    Granite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.
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  • Deerfield, Massachusetts

    South Sugarloaf Trail

    1.48 mi / 404 ft gain
    South Sugarloaf Trail is a loop trail that takes you by a river located near South Deerfield, Massachusetts.
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  • Bennington, Vermont

    Hayfield & Ursa Way Loop

    1.55 mi / 473.1 ft gain
    The Hayfield & Ursa Way Loop is a short, family-friendly hike in Bennington, Vermont — at just under 1.6 miles with about 475 feet of elevation gain, it packs a meaningful bit of climbing and a lake view into a route that most hikers can finish in under an hour. It's the kind of trail that lo...
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  • Savoy, Massachusetts

    Tannery Falls Loop

    0.54 mi / 135 ft gain
    The hike to Tannery Falls may be a little confusing, I'll clear it up for you before you even go there! To get to The falls you will travel down a dirt road that isn't very well maintained during the winter. As you keep driving down the dirt road you will notice a pond , which means you are almos...
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  • Bennington, Vermont

    The Mile-Around Woods

    5.0
    1.33 mi / 243 ft gain
    The Mile-Around Woods in Bennington, Vermont, offers a moderate hiking trail that spans approximately 1.33 miles. The trail is circular, providing a continuous path through the woods. The terrain is varied, with some flat sections and others that are slightly hilly, making it suitable for interme...
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  • Orange, New Hampshire

    Hike Cardigan Mountain via the West Ridge Trail

    4.8
    3 mi / 1200 ft gain
    Cardigan Mountain is located in Cardigan Mountain State forest just outside of Canaan, New Hampshire.  Just make sure to go to The Cardigan Mountain state park parking lot, via Cardigan Mountain Road and not the AMC Cardigan Lodge. The trail begins right from the parking lot where there is a port...
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  • Appalachian Trail, Vermont

    Thundering Brook Falls

    4.8
    0.44 mi / 112 ft gain
    The hike to Thundering Brook Falls is kid friendly and fun for the whole family. At only .4 miles roundtrip, this is an excellent quick workout. Dogs are allowed on this trail but must be kept on leash. This trail is hiked year-round but is best used in the spring, summer, or during fall colors. 
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  • Killington, Vermont

    Pico Peak

    5.51 mi / 1793.09 ft gain
    Pico Peak (pronounced "pike-o") is a 3,957-foot mountain in Killington, Vermont, sitting in the heart of Rutland County and the famous Green Mountains. Often overshadowed by its bigger neighbor Killington Peak (4,229 ft) just to the south, Pico is one of the more rewarding mid-distance hikes in c...
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  • Concord, New Hampshire

    Oak Hill Fire Tower

    4.0
    3.74 mi / 502 ft gain
    Climbing to the Fire Tower on Oak Hill is a great urban adventure, short enough for a lunch break trail run or a morning hike with the family. The trail is primarily wooded, with a panoramic view from the Fire Tower for those brave enough to ascend it's wooden steps. Park at the well signed dirt...
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  • North Adams, Massachusetts

    The Cascades Trail

    4.3
    1.97 mi / 315 ft gain
    The Cascades Trail is an out-and-back trail that takes you by a waterfall located near North Adams, Massachusetts.
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