When my son was six we did not use a stroller for him and he was fine, but some six year olds (and older) do need strollers and there is nothing wrong with that . I sometimes wish I could use a stroller in Disney. You may need one when its late and you are trying to get to the monarail , thats when little feet are most tired and cranky. Also if you want you can rent a double stroller for both of your kids when you get to the parks , these strollers are plenty big enough for both kids to fit in even at six years old, but the rented strollers (not sure about price of rental) can only be used in the park not going to the monarail or parking etc. so if you use the rental you may end up carrying a sleepy little one after you have to turn in the rental at the exit gate. You will all have the time of your life non matter what you decide to do!