Boston to VT
How about lunch at Simon Pearce's restaurant in Quechee ? Just a couple of miles southwest from I-89 Ext 1 (US 4) on Quechee Main Street......
Obviously I don't know your father but I'd wager that he would likely enjoy it....and it is roughly halfway between Boston & Burlington assuming you're coming up I-93.
And don't forget to catch a glimpse of Quechee Gorge on your way between the restaurant and I-89 !