Sweens' posting is very comprehensive
But, there is another element for you to consider. Weather along the easter seaboard in October - November is iffy. October is usually (in our view) the nicest month to road trip, but we have hit significant weather in Massachusetts and snow a-plenty in Maine as early as October in past years. Plus this is prime end-of-season-hurricane-related-weather -- chance of rain is likely anywhere along the coast in this period.
The coastal routes are beautiful -- but tend to be slow (notice how many zigs and zags are on this route?) Seven weeks is a doable time frame, but only if you keep moving on fairly consistent pace. It would be easy to rack up 10,000 miles on such a journey and with a reasonable number of side trips the mileage could easily exceed 14,000 miles.
Given your $$ budget -- how many miles would you prefer to cover on this adventure?
For pre-roadside reading, you might consider getting a hold of Chris Moeller's book (who quit his job and went on roadtrip seeking the meaning of his life) -- <a href = "http://www.roadtripamerica.com/read/Chasing-Lightning.htm"> review is live this week</a>.