I recommend the berkshires. The BEST thing about the berkshires is driving and GETTING LOST (make sure to get lost). When you get lost you find some new tea/coffee/ice cream shoppe or you see a new view of Mt Greylock (visit/climb that if you can!!!). The Northern Berkshires are usually overlooked but well worth it! Skip Pittsfield though, that place sucks! Everything else berkshires=WONDERFUL.