Middlesex, Vermont

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

Top Hiking Spots in and near Middlesex

  • Saint Johnsbury, Vermont

    Dog Mountain Loop

    2.02 mi / 397.86 ft gain
    Located on 150 beautiful acres with three miles of leash-optional trails, it’s a spot to breathe deeply, and it will remind you of how wonderful it is that these beautiful beings share our lives with us. After hiking the trails, pay tribute to the dogs you have loved and lost at the Dog Chapel, ...
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  • Ausable Chasm, New York

    Ausable Chasm

    1.84 mi / 210 ft gain
    Ausable Canyon is known as The Grand Canyon of the Adirondacks, this park offers a variety of adventure!! Enjoy the beauty and geologic history as a day trip or spend a few days. Ausable Chasm offers a variety of accommodations including camping, cabins or a motel. The recreation center at the...
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  • Appalachian Trail, Vermont

    Thundering Brook Falls

    4.7
    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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  • 6385 Vermont 5A, Vermont

    Hike to Mount Pisgah

    4.0
    4.1 mi / 1597 ft gain
    The hike to Mount Pigsah is 4.1 miles out and back, just outside of Westmore, Vermont. The trail is most commonly used from March through October, but some people traffic this trail in the winter with crampons and sturdy hiking boots. This is an incredibly dog friendly trail.  Be aware that there...
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  • Benton, New Hampshire

    Mount Moosilauke Glencliff Loop

    5.0
    10.69 mi / 4262 ft gain
    To get to the trailhead, take the 25N, turn right onto High Street and continue along this road until it comes to an end. The Mt Moosiulauke Glencliff Trail takes you through seven miles of forest and mountain scenery. The trail features impressive vistas and eye-catching wildflowers, which might...
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  • Mendon, Vermont

    Hike to Killington Peak

    5.0
    3.4 mi
    The trail head (Bucklin Trail) is found a couple of miles up Wheelerville Road on the left. Wheerlerville is a dirt road that will be muddy in the spring and summer. The drive is long enough that you will think you did something wrong, but you haven't! the trail head will eventually pop up.The tr...
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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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  • Woodstock, New Hampshire

    Mount Moosilauke via Beaver Brook Trail

    5.0
    6.62 mi / 3051 ft gain
    The trailhead is located along Lost River Road. There is a $5.00 day use parking pass required. The trail starts off on the Beaver Brook Trail (also the Appalachian Trail).  The trail consists of cascades of rocks, wood-block steps and metal rungs (not all entirely in tact). It is very often clos...
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  • Castleton, Vermont

    Hike around Taconic Mountains Ramble State Park

    Taconic Mountains Ramble State Park is a unique collection of hiking trails and walking paths that meander more than 204 acres of fields, forests, gorges, cliffs, and gardens. The best way to explore these enchanting trails is to pack a picnic and lace up your hiking boots for a full-day ramble. ...
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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, New Hampshire

    Mount Moosilauke via Gorge Brook Trail

    4.8
    7.04 mi / 2500 ft gain
    Mount Moosilauke is a 4000 footer located in the White Mountain Range of New Hampshire. The summit peaks at 4,802 feet with a prominence of 2,933 feet. If you're new to exploring the White Mountain range this will definitely be a great introduction to what it can offer. The Gorge Brook Trail is ...
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  • Franconia, New Hampshire

    Artists Bluff

    4.3
    1.35 mi / 387 ft gain
    Starting from the Bald Mountain trailhead, the Artists Bluff trail takes you up a short but steep 1.3-mile loop path to a beautiful rocky overlook of Franconia Notch State Park. This is the perfect hike to find incredible views of the park and some amazing foliage in autumn. If you're short on ti...
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  • Franconia, New Hampshire

    Hike to the Summit of Cannon Mountain via Kinsman Ridge trail

    5.0
    4 mi / 3000 ft gain
    Driving north on I-93 in New Hampshire, Cannon Mountain can be seen on the left just a few miles after exit 32. It is a massive cliff that towers over the highway, thousands-of-feet tall. Parking for the trail head is left off of exit 34B. If you look left as you're driving into the paved parking...
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