Welcome to planDisney, Krystal. It's a pleasure to answer your question today!
As you've stated, meals from the
dining plan associated with your first reservation will expire at midnight on the day of your checkout. In addition, once you've checked into your second hotel (either in person or online through the
My Disney Experience mobile app), you should also get access to the meals associated with your second stay. In other words, you should be able to redeem any leftover meals from your first stay on your checkout day
as well as meals from your second stay on that very same day (since that'll be your check-in day for
that stay).
I'm curious as to which dining plan you've selected. I go back and forth between the two. On the one hand, I like to get a lot done in the parks, so the
Disney Quick-Service Dining Plan is great for that because you can be more on the go. But, as I get...wiser (definitely not older) and like to relax while experiencing more and more
table-service restaurants, the
Disney Dining Plan has become more appealing. Well, my next trip isn't until July, so I still have some time to plan out which will be the right fit. If you have any other questions or just a suggestion on which plan you think I should choose,
I'm here for it.
Krystal, enjoy each meal, and as Chef Remy from
Ratatouille would say, "If you are what you eat, then I only want to eat the good stuff."
Anyone can cook, but only the fearless can be great,
Matt