Which of these bad (crowded) periods will be the least bad?

Parent/Teacher conference days are an option to consider. In my district we had Parent/Teacher conference days the Monday and Tuesday before Thanksgiving. These were half days of instruction and students had Wednesday off. One year we left early in the morning on the Friday before that week and had 'relatively' low crowd park days on Friday, Saturday, Sunday, Monday and Tuesday. We flew back home on Thanksgiving day.

Great strategy. Our school calendar shows those but sadly leaves out a wildcard: Some Friday's are Service Fridays which are important though missable.
 
When do your kids get out of school for the summer? When do they go back?

Honestly, August was no hotter than Oct/early Nov when we went....so I wouldn't discount summer just because of that.
 
The consensus is certainly Thanksgiving. Late May early June will be much too hot. The advantage of the week before Christmas is that there will be more days for extra activities, perhaps even throw in some Universal days.

What I haven't taken into account are hotel rates. I'm sure all of these dates are super premium. Looking now....
Late May/Early June is generally not that hot. It's definitely pretty warm (mid 80s,) but the humidity is still low, so it's actually really comfortable. It's typically only a little warmer than Thanksgiving. I really think it's a perfect time to go. I would take it over any other time of the year.
 













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