I think you'd be better off going to Colchester. I live in Sutton, but am closer to West Burke. Over toward Colchester, there's more people, so the roads have 1:a higher priority for plowing and 2: more workers to plow them, so in winter going that way will be a safer option (after you reach Montpelier, RT 2 can be a nightmare)

Up our way, we've got fewer plow trucks running, never been across the border, so I can't speak for three Canadians roads. Plus, between Montpelier and Burlington area, you can pickup damn near anything else you might need, make one trip once a month for loads of stuff.