Hey thanks for all your feedback????
Just got back and found that there is not much variety for dining out here. Either paying through the nose to be "seen" or eating tacos and enchildas the whole time.
Took previous advise on the board for the Deli in Great Barrington and outdoor dinner at Antonios (sp) in Lenox. Also great fresh beer by thr Berkshire Brewing Company and fantastic gourmet food and wine shops with fresh breads, local cheeses etc. We were tempted on more than one ocassion to grab a take out dinner at one of these places.