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Hiking in the Berkshires is a great way to spend a day outdoors, and there are hundreds of miles of trails for every skill set.

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Amazing

Day hikes

Berkshires Massachusetts

Hiking in the Berkshires is a great way to spend a day outdoors, and there are hundreds of miles of trails for every skill set.

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3.2 miles round trip Moderately strenuous Gorgeous views from the summit of Pine Cobble.

Pine Cobble Trail Williamstown

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Easy hike of varying lengths with great pastoral and mountain views. Through fields and woods.

The Clark Williamstown

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The trail starts in a residential neighborhood and travels 1.2 miles round trip to a beautiful waterfall.

The Cascades North Adams

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3 miles round-trip Beautiful in spring and fall when the leaves are changing.

March Cataract Falls, Williamstown

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1.5 miles round-trip. This is an easy hike to the highest single-drop waterfall in MA.

Bash Bish Falls Washington

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Easy to moderate hikes of different lengths with panoramic vistas. Small parking fee.

Monument Mountain Great Barrington

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Read more about these hikes in the Berkshires!

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Hey there! I'm Tara and road tripping is my passion! I'd love to help you plan your next adventure, whether it's across town or across the country!