Hi,
I just did three resorts in ten nights back in October. Three days at French Quarter, then three at Wilderness Lodge then three at Riverside. I was on my own so packing wasn't a problem at all and I would do it again for sure.
One thing I learned that I would do again if splitting my stay a lot; I had originally planned to head out to a park early and arrange for Bell Services to transfer my luggage. Well, the first morning I woke up fairly early and thought what the heck, I am going to take a taxi right over to Wilderness Lodge with my bags and check in early so I don't have to worry about it later. I thought the taxi mght be about $20.00. Well WOW! It was only about $11.00 with a good tip! A half hour after I left POFQ I was checked in, I had my pick of rooms since it was so early, I was unpacked and on my way to a park all settled into my new home and I didn't have to worry about waiting for luggage, checking in etc. later in the day! Best $11.00 I spent in a while. I did the same thing when moving to Riverside and again it was a very quick and quiet check in with my pick of locations.
I like staying at more than one place... mostly because I don't have to make decisions about which resort I want... I just stay at them all!