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Scenic Route to Lenox ?

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I'll be getting in to Hartford CN tomorrow around noon, I would like to see if there's a nice scenic route from Bradley International Airpot through Great Barrington and ending in Lenox... I'll be spending the night there with a few days of venturing drives through Mass, S. Vermont and head towards N. Shore Mass or even head to Newbury Port and Gloucester...any suggestions would be greatly appreciated !
Thanks in advance !

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