My son will have just turned 7 for my next trip, and I plan on bringing one. We used a stroller for him at Disney when he was 5 as well. We stopped using a stroller for him when he was 3 or 4 or so... but.... for Disney... that's a whole different story. I specifically bought one JUST for Disney.... WELL worth the money in my opinion. I got an umbrella one from Target... but... it was a "nicer" umbrella stroller, sturdier and with taller handles than the other ones, so I did not haver to "hunch over" while pushing it, much more comfortable since I'm tall. Not only does the stroller offer a "break" for our little ones, but... I just feel "safer" with them in it, navigating through the huge crowds, especially when it's dark. One night when we left MK right before Happily Ever After started... the crowds were THICK. I was so glad my little guy was in the stroller, otherwise, I would have had to carry him, and I was hot and sweaty. No thanks. He doesn't like crowds either, so... I know he appreciated the "safety" of the stroller as well. I wouldn't even think twice about a stroller at Disney for any child less than 7 years old.