Took recommendations from this board:
Baba Louie's for pizza in Great Barrington - wonderful - wish they had one in my area.
Inn on the Green in Old Marlborough - went pre-theater - their service was a bit slow and we couldn't have dessert. Meal began with complimentary olive tapenade and chevre toast and demitasse glass of carrot soup with ginger; seared foie gras with lentils - done perfectly; roast duck breast and duck confit with vegetable melange - very tasty.
Patrick's Pub in Pittsfield - just what you would expect of a pub. Not much to offer there but when Shakespeare & Co. as well as the Great Barrington Theater move there permanently, perhaps there will be more in the city.