Hello helpers! I am relocating from Seattle, WA to Richmond, VA the second week of February and am hoping to get some advice / thoughts on this trip:

1. The route i'm thinking of is: I-90 to I-29 to I-80 to I-74 to I-70 to I-35 to I-64 - yay/nay?
2. I'm debating whether I should book reservations/stopping points in the 10ish hour range each day, or I should book along the way. Thoughts? And if it's book along the way, then what apps/websites are the best to use for good deals?
3. I am thinking of getting a soft roof rack to put on my car, so safe areas are important to me as everything I own will be in this car and visibly on top of it. Tips on that (is it even a smart idea to have a roof rack like this cross country in winter, thinking of filling it with mostly clothes/linens) and whether there are certain areas / types of lodging to avoid?

And other tips are welcome too! Thank you in advance.

Carly