Route 66 map/book recomendations
My wife and I did the whole thing (and a bunch more) West to East last summer - we left the car on the East Coast and are planning to fly out and do Rt66 again the coming summer, back home to WA State. We bought a LOT of books and maps, but when it came down to it our go to book was Route 66 Travel Guide - 202 Amazing Places by Mark Watson. There are both east to west and west to east versions for ease of use. Maps were a combination of the Route 66 Map Series by Jim Ross and Jerry McClanahan, a fresh Rand McNally Road Atlas, and the GPS unit.
The best recommendation that we got was no more than an average of 200 miles per day! The result was stopping and really seeing what was there, not being worn out every day. I presume that you will be driving your A-body, so security is an issue. We preferred Motor Courts, motels and other ovenight stops where we could park the car right in front of the room. There are really cool vintage motor courts, lots of motels with the room entrances to the outside (as opposed to an inside hallway) and you can ask for a first floor room. The other trick was KOA campgrounds with camping cabins. Many these days have bathroom & showers in the unit, some have kitchenettes and many are air conditioned. They cost the same or less than motels and are off the road with controlled access so really safe. I just spent a few nights making a list of preferred overnight stops for our trip this summer so if you want I can send the list to you.
I'll send a pm to you, I'd be glad to help you with your planning - lots of folks helped me.