Hi there!
We're a Stratton family, but, we hit Ludlow for dinner every now & then. Realize that the week you are going is just as nuts as Disneyworld! I would suggest being on the 1st chair as everything will be skied off by at least 11. Still enjoyable, but for 1st tracks during that week get there early!
For dinner try DJ's.....Also the pot belly. Goodmans wood fired pizza is good. Hit Manchester for Outlet shopping. Taylor farm in Londonderry has sleigh rides. You'll probably be way too tired in the evenings to do much I know we are!