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When you get to the New England area I can be of assistance. If you will be up here in the fall I would say time it for prime leaf peeping. That being said after the fall everything gets barren and cold quick. I would go for a spring or summer trip. For the best weather and viewing pleasure of the country.
I would recommend you spend at least a day or two in Boston. Also when in Maine you have to go to Bar Harbor to Brown's Lobster pound.
Skip RI as your map shows.
Stop in CT for some Pepe's pizza.
Detroit is kind of a shitty city but you are going to drive right past it. If you have never been might as well and check out the Motor City and spend a night at a Casino.
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