In my travels and opinion Connecticut, North of Hartford is looks like New England. South of Hartford it is more of NYC Metro area that includes a large part of New Jersey and New York state, South of I-84.
More important is the Yankee/Red Sox allegiance!
Vermont was born as the 14th state out of a boarder dispute between NY and NH. Parts of Vermont still feel like either upstate NY or NH.
A couple years ago, isolated portions of Vermont voted to secede and rejoin NH, however, NH politely declined.
-Paul