Massachusetts
This driving route parallels the hiking trail, from the top of New England to the heart of the South, taking you through continuous natural beauty—without the sweat, bugs, or blisters.
Hemmed in by the daunting topography of its surrounding mountains, the Berkshire region of western Massachusetts is a world apart, blessed with abundant nature and an easygoing small-town character.
The region’s relaxed, rural charms and its location equidistant from Boston and New York City have long made it a magnet for writers and artists as well as a playground for the rich, so be prepared to experience a little of everything from natural splendors to high-society display. And remember, it never takes more than a few strategic turns to trade plush restaurants and music festivals for splendidly rural forests as deep and undisturbed as any in New England.
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