I am planning to drive with family (2 Adults and 2 kids of age 12 years and 8.5 years) from San Diego to Washington DC and then to Toronto in a mini van and then stay in Toronto for 2 weeks (Here cover Ottawa and Montreal on a long weekend) and then return by driving from Toronto to San Diego via Chicago. Each way I will like to start on Friday afternoon and reach the destination Sunday the following week. i.e. in total of 9.5 days. So, the total travelling time will be 19 days (9.5 days x 2 = 19 days (to and fro)). I want to choose the different route for both going to Toronto via DC and then coming back via Chicago from San Diego.
Please suggest me the places that I should visit on the way so that I can enjoy along with kids and try to make it a memorable trip for the family. I have enough points on one of the credit cards that should be able to cover me for 10 nights in Hilton hotels.
Your suggestions and experience will be greatly appreciated.