Hi there, Alexandria!
Welcome to planDisney! Thank you for visiting us with your great Walt Disney World Resort planning question. It sounds like you have a lovely holiday planned for December. I absolutely adore Christmas and can't think of a more magical place to spend it.
When it comes to
Advance Dining Reservations, you are correct, each stay is considered a separate reservation and therefore will have two separate booking days. You'll be able to book 60 days out plus up to 10 days of your stay for the first reservation on October 14 and for the second part of your visit on October 24.
Did you also know that you can now search a particular restaurant for a range of dates? Recently, Disney added this extra perk to the dining reservation search. Simply choose a restaurant and click the link for "Check Date Range" to search for openings for up to 10 consecutive days. It saves so much time in trying to find those coveted dining reservations!
While you're picking those practically perfect meals, I suggest
Minnie's Seasonal Holiday Dine at Hollywood & Vine in Disney's Hollywood Studios and
The Hollywood Brown Derby for their famous Cobb Salad and warm rolls. My mouth waters just thinking about it!
Happy planning, Alexandria! If we can help you with anything else, or offer you some other recommendations, please pay us another visit. We would love to hear from you!
Magical Wishes,
Lauren