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Middlebury, Vermont

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

Top Hiking Spots in and near Middlebury

  • Lake Placid, New York

    Hike to McKenzie and Haystack Mountains

    12.4 mi / 4100 ft gain
    McKenzie Mountain stands at 3,861 feet and is one of the highest 100 in the Adirondacks. Haystack Mountain stands at 2,874 feet. Both are part of the Saranac 6ers Challenge.The trailhead for this route to McKenzie and Haystack is located on route 86 in Ray Brook, there is a nice parking area off ...
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  • Groton, Vermont

    Hike to Owl's Head Trail Overlook

    3.0
    3 mi / 200 ft gain
    Starting at 1746 ft of elevation, this easy 3 mile hike (RT) pays off with a dramatic view of Lake Groton, Kettle Pond and the Green Mountains of Vermont. The trail head begins in New Discovery Park, along the dirt road to Osmore Pond. There is room to pull off the dirt road and park near the t...
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  • Wolcott, Vermont

    Hike to Elmore Mountain Fire Tower

    4.0
    5.6 mi / 1485 ft gain
    If hiking in off season when the park is closed, begin from the lower parking lot or the "day use area". If hiking while the park is open you can drive to the upper parking lot (subtract about 1.4 miles from total distance)Beginning from the lower parking lot make you way through the gate and int...
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