meleekamp and DrewE offered up some great suggestions. May I add the Ford Museum in Detroit as well. Never been there but heard it's a great place to see. If taking 90, be prepared for tolls. Can figure out how much NY tolls are by going to the T-ways web site. If possible, try to get a NY E-Z pass ahead of time and see to what states it works in (it's a lot of them). Sadly, some states have E-Z passes just for their systems.
On a side note, order a Pocket Truck Stop guide for fuel stops along the routes you wish to take. Lot of info contained in a little book and HELPFUL!