I personally wouldn't go to WDW without a stroller for any kid under the age of 5 possibly 6, but that is just me. It is just so much walking especially if you will be there for a week or so. I know my DD who just turned 5 gets tired after a day in the parks. During our last trip she was 4, and while she walked much of the day, it was very helpful to have the stroller to push her out of the parks in the evening. Also, it was nice to have her contained during the crowds after the night shows. I knew exactly where she was instead of trying to hold hands and stay together while navigating the crowds. Plus, I find a stroller handy to hold our stuff. We have another child who is much younger so we needed a stroller anyway, but we got the double. It definitely came in handy.