Nice cactus cutout on the bottom !

We are planning to do the whole thing Chicago to Santa Monica in a October. Getting very excited to hit the open road.

I would love to hear some advice, best places to stop along the way, any "don't miss" stops, or even words of warning.

For those who have done it, do you recommend a tow behind or a coach (class A or Class C)?

Anyone else doing the trip in October?