Yes, in Boston Tues-Thurs and then to VT so I figured going Thursday from Boston to Treehouse then to VT is easier than a round-trip to Treehouse on Wednesday. So I'd be coming from Treehouse to VT guessing I'd come up 91 through Brattleboro, Walpole, Hartford, Montpelier...
if you want to eat early... I suggest Armsby Abbey on the way from Boston to TH
otherwise, you can take a little detour off of 91 and eat at Worthy Burger... or Three Penny Taproom in Montpelier right off of 89
just remember kitchens close in Waterbury by 10pm the latest