First I want to put it out there that I am a worry wart, I over pack and I don't see that changing :)
Because we were going to be gone for an extended period of time and not just a few days I REALLY packed everything I thought we might need. Kids prone to pink eye and asthma and allergies galore.
I tried to make sure we didn't have to haul everything in to every hotel, and that we wouldn't have to move stuff around we didn't need.
So I made 2 piles of bathroom stuff. Stuff we would probably not need (hopefully) and then a pile of stuff we might/for sure need. Things like shampoo, toothbrushes and sunscreen in the must take in everyday bag. Kids Nebulizer, pink eye drops, allergy meds and ever reducers in the I HOPE not bag.
I also had a mini version of requirements that had to be accessible without stopping (in my purse)
We were able to stuff the bag we weren't likely to get into under a seat, no one had to mess with it the entire trip! YAY, and it wasn't in any one's way.
I have never packed for that long of a trip for this many people. I wasn't sure I would be able to fit 5 suitcases in our roof rack. I had started putting outfits together a couple months ago. Stuff I knew wouldn't be warn to school or used before we left. As I was packing the kids clothes I remembered a episode, or maybe a chapter in one of their books, of how the Duggar's pack. I think they were packing 1 suitcase per DAY, I can not even imagine. But the process made sense. I used their method for the kids. Fit it into 2 suitcases for the 3 of them! This helped us avoid bringing in 1 extra suitcase everyday! I packed their clothes in outfits, already put together, top to bottom and underwear. We just grabbed the outfit on top. After day 10 the 1st was empty ( we then used it for dirty clothes ) and started on the 2nd one. Ryan and I just crammed all our stuff into 1 suitcase each.
I don't see us going on any long trips again for a while but if the next one has us in a different hotel every night, we will for sure be doing it this way again!
Shoes were very limited! I only brought 2 pair! We stuffed the kids shoes under the seat in front of them, they are old enough to manage their own shoes and did an alright job with it. I don't like to pack shoes in with clothes.