I knew from our experience the year before that everyone dragging out a suitcase at every stop was a big pain. This year I decided to pack one suitcase for each of the first three stops. Another suitcase was carried into every stop and contained pajamas, toothbrushes, and a spare change of clothes for everyone.
A pic of my packing set-up (please pardon the mess!)
When we reached Stop C at a cabin, I was able to wash some laundry. This gave me a head start on the dirty clothes that would be waiting once we returned home. Doing laundry also gave us something to wear for the last leg of our journey, which I repacked in the suitcase from our first stop.
With only two suitcases for stops A, B, and D, it was much easier getting in and out of the hotel. Each of my boys could pull a suitcase while I carried the bag of food, bag of activities, and cooler.