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The Best Hiking in Stratton

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

Top hiking spots in and near Stratton

  • 285 Salmon Hole Lane, Vermont

    Hike Hamilton Falls

    3.5
    6.8 mi / 889 ft gain
    The hike to Hamilton Falls is an enjoyable 6.8 miles roundtrip voyage through gorgeous forest scenery alongside a babbling brook. Be sure to visit the upper and lower falls! This trail is kid and dog friendly, so why not bring both?! If you are visiting the falls in the summer, bring a towel and ...
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  • 184 Upper Dam Road, Vermont

    Hike Haystack Mountain

    3.9 mi / 1003 ft gain
    The Haystack Mountain Trail is a 3.9 mile hike in Green Mountain National Forest. The trail is shared by hikers and runners. On sunny days, the views at the top are incredible. The trail is open for use year-round, but is best enjoyed during spring blooms or fall colors. The trail is well maintai...
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  • Rootville Road, Vermont

    Hike the Prospect Rock Trail

    4.0
    3.1 mi / 1010 ft gain
    Prospect Rock Trail is located in Green Mountain National Forest, just outside of Manchester, Vermont. This trail goes past a waterfall and offers wonderful views of the surrounding forests and hills. This trail is shared by hikers, trail runners, dog walkers, and snowshoers (in the winter). The ...
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  • Glen Road, Vermont

    Hike the Lye Brook Falls Trail

    4.0
    4.7 mi / 938 ft gain
    The Lye Brook Falls Trail is a 4.7 mile hike through scenic trails just outside of Manchester Center, Vermont. The trail is open year-round, but the best time to go is during spring blooms or to see the fall colors. This hike is family friendly and fun for all ages. Dogs are allowed on this trail...
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  • Red Gate Trail, Vermont

    Hike to Mount Equinox

    3.0
    6.5 mi / 3024 ft gain
    The trail to the peak of Mount Equinox is 6.5 miles out and back, and is slightly more strenuous than the trails nearby. Your efforts will certainly be rewarded as you take in the 360 degree views from the summit. The Mount Equinox trail is most commonly used by trail runners, hikers, and sometim...
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  • Woodford, Vermont

    Woodford State Park Loop

    2.41 mi / 203 ft gain
    A great loop for the summer, Woodford is also amazing when winter winter comes to the State Park. It also comes earlier than just about anywhere else in Southern Vermont. At 2,400 feet above sea level, this is an easy spot to find winter without spending a fortune at the local ski resorts. Woodfo...
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  • Shaftsbury, Vermont

    Hike Around Lake Shaftsbury

    1.3 mi / 42 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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  • Wilmington, Vermont

    Mount Olga via Tower Trail

    1.71 mi / 541 ft gain
    Mount Olga via Tower Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Brattleboro, Vermont.
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  • 425-471 North Branch Street, Vermont

    Hike to Bald Mountain

    4.0
    7.9 mi / 2099 ft gain
    With stunning views of the sounding lush green forests, hills, and lakes, Bald Mountain is a wonderful hike for anyone. The trail is open year round, but is best hiked from March through October. Dogs are allowed on this trail but must be kept on leash.  At just under 8 miles round trip, this is ...
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  • Bennington, Vermont

    The Mile-Around Woods

    1.33 mi / 243 ft gain
    The Mile-Around Woods is a loop trail where you may see beautiful wildflowers located near North Bennington, Vermont.
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  • Bennington, Vermont

    Trillium Woods Trail

    2.28 mi / 253 ft gain
    Trillium Woods Trail is a loop trail where you may see beautiful wildflowers located near North Bennington, Vermont.
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  • Cambridge, New York

    Peaked Rock

    4.81 mi / 1614 ft gain
    Peaked Rock is an out-and-back trail that provides a good opportunity to view wildlife located near Shushan, New York.
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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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  • Chester, Vermont

    The Lost Mine Trail

    2.27 mi / 367 ft gain
    The Lost Mine Trail is a loop trail where you may see beautiful wildflowers located near Chester, Vermont.
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  • Hinsdale, New Hampshire

    Wantastiquet Natural Area Summit Trail

    3.84 mi / 1020 ft gain
    Wantastiquet Natural Area Summit Trail is an out-and-back trail where you may see beautiful wildflowers located near West Chesterfield, New Hampshire.
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  • Hinsdale, New Hampshire

    Stone Post Viewpoint and Indian Pond Lookout

    5.8 mi / 1414 ft gain
    Stone Post Viewpoint and Indian Pond Lookout is an out-and-back trail that takes you past a great forest setting located near Hinsdale, New Hampshire.
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