The Berkshire Hills, once snow-capped mountains and, in recent millennia, glacier-covered and glacier-scoured, run from northwestern CT up through western MA. They are contiguous with the Green Mountains of Vermont.
Today, tourism, skiing, and second homes form the economic foundation of this chronically economically-depressed but charming rural region which was once dynamic with farming, lumbering, paper mills, woolen mills, and quarries. It has become the sort of area now where locals cannot afford to dine in the upscale restaurants filled with Bostonians and New Yorkers.
Image is the Hoosac Tunnel, about which Walking the Berkshires has written, and which first connected western and eastern MA by rail.
Just east of Berkshire County are the Hidden Hills.