I must admit that my 5 year old still uses a stroller at Disney world. There is just so much walking that he really needs it even though he doesn't need one at home. On the other hand, I have a friend who does not use a stroller for her 5 year old and he seems to do okay. The big difference is that they do not spend as much time in the parks as we do. When we go, we go for the entire day. If this is what you intend to do, you may want to pick up an inexpensive stroller. Doing so would be cheaper than renting them daily at the parks. Besides, having a stroller is handy if your 5 year old falls asleep (like mine) while waiting for the bus at the end of the day. If you have to rent one, you'll need to leave it in the park.