I'm going to tag onto this thread to ask the flip-side of this question. When do most local schools return to school? My kids' summer break is June 17-Aug. 25, so I'm assuming we're right in there with most of them. I would guess that either end of this break might have lighter crowds than mid-summer. Do you think that would be correct? Any guesses on whether June or August might be better? Thanks for any feedback. My 5yo has led a deprived life and hasn't been to Disneyland yet. I was hoping that we could find a time that wasn't with the masses, but the school schedule keeps getting in the way. 
We got to meet a bunch of characters on main street and get lots of pics and autographs. It was my DILs first trip so pretty special! I would go ahead and take your 5 year old out for the experience at this point! There are learning experiences at CA. Once they're older its harder to miss school 
