Well if you are just passing through Lee or its your first-time visit..then you must check out Joe's Diner..conveniently located in downtown Lee on the road leading to Lenox (i.e. Tanglewood). Good ol' Joe started this small quaint diner back in the day - its walls are flooded with photos of famous celebrities and artists that once sat at the counter of Joe's and filled up on greasy homefries and eggs. (even the famous artist Norman Rockwell painted a scene from Joe's Diner: "The Runaway" http://www.nrm.org/popup.php?filename=C490-TheRunaway.jpg)
However the restaurant is now passed down to Joe's children and with the 21st century there are alot more regulations for diners...therefore it has changed somewhat and doesnt have that feeling of being a "hole in the wall" place that you call home. But do check it out- get some coffee and some good grub!