I am looking for advice from some experienced Disney parents! I know no one can tell me the "right" choice, but I could use some input.
We're looking to go to WDW in 2015. Our oldest boy turns 5 on new years day. We also have an infant. We are going for oldest and for mom and dad--we fully realize littlest will have fun, but probably no more fun than he'd have at the playground.
We want to optimize everyone's experience, though.
I've identified 3 times we could go for a week long visit (because of my own work schedule, these are the only times we can go):
1) First week of January (arrive prob Jan 3 or so)--baby would be 8 months
2) 3rd week of May (we'll be about 6 hours away at a family wedding, so we can rent a car and drive to WDW from there, saving us from buying plane tickets since we're already buying them for the wedding)--baby would be 13 months
3) 3rd week of August, right before oldest would start kindergarten--baby would be 16 months
I don't know that the age difference will matter a ton for oldest (if you disagree, enlighten me!), but for the baby it might. I'd like your thoughts on the ages and/or on those times of year in general.
To be honest, Aug is probably my least favorite choice because of the weather. I'm open to considering it though because it's much cheaper (budget is a factor) and because the baby would be significantly older. Would he enjoy it more, or is he just going to be frustrated that he can't do as much?
I like the idea of January because it should be a lower crowd time, right? Prices are cheaper so we could stay at a nicer resort (I'm thinking WL). I'm wondering if it might actually be easier to take a pre-walker because while he could likely crawl, he'll be easier to corral and more accustomed to sitting in a stroller. Are we crazy to take a chance on cold weather? I don't mind the occasional chill (it will definitely be much warmer than it will be in Chicago at that time, haha), but will we be too cold to enjoy?
And finally, May seems sort of like a compromise between the two extremes. Hot but not extreme heat, medium-level prices and crowds, etc. We will probably need to stay in a moderate resort at this time of year. The baby may or may not be walking, but if not he'll definitely be trying, which can get stressful for mom and dad. Is chasing after him going to be more work than it's worth?
So, I'd love to hear your thoughts!
We're looking to go to WDW in 2015. Our oldest boy turns 5 on new years day. We also have an infant. We are going for oldest and for mom and dad--we fully realize littlest will have fun, but probably no more fun than he'd have at the playground.

I've identified 3 times we could go for a week long visit (because of my own work schedule, these are the only times we can go):
1) First week of January (arrive prob Jan 3 or so)--baby would be 8 months
2) 3rd week of May (we'll be about 6 hours away at a family wedding, so we can rent a car and drive to WDW from there, saving us from buying plane tickets since we're already buying them for the wedding)--baby would be 13 months
3) 3rd week of August, right before oldest would start kindergarten--baby would be 16 months
I don't know that the age difference will matter a ton for oldest (if you disagree, enlighten me!), but for the baby it might. I'd like your thoughts on the ages and/or on those times of year in general.
To be honest, Aug is probably my least favorite choice because of the weather. I'm open to considering it though because it's much cheaper (budget is a factor) and because the baby would be significantly older. Would he enjoy it more, or is he just going to be frustrated that he can't do as much?
I like the idea of January because it should be a lower crowd time, right? Prices are cheaper so we could stay at a nicer resort (I'm thinking WL). I'm wondering if it might actually be easier to take a pre-walker because while he could likely crawl, he'll be easier to corral and more accustomed to sitting in a stroller. Are we crazy to take a chance on cold weather? I don't mind the occasional chill (it will definitely be much warmer than it will be in Chicago at that time, haha), but will we be too cold to enjoy?
And finally, May seems sort of like a compromise between the two extremes. Hot but not extreme heat, medium-level prices and crowds, etc. We will probably need to stay in a moderate resort at this time of year. The baby may or may not be walking, but if not he'll definitely be trying, which can get stressful for mom and dad. Is chasing after him going to be more work than it's worth?
So, I'd love to hear your thoughts!