Hey Heather! (Nice name by the way!)
Given your situation I would choose to take my vacation 9/27/15-10/4/15. First it has been my experience that the weather is still really warm and is ideal for taking advantage of all of the pools and water parks! Second…your sweet Princess will be FREE! There is something so delightful about saving money while on a family vacation!
Also if you go at this time, you won’t have to worry about increased crowds around Halloween. You also will be able to enjoy the Halloween decorations in Magic Kingdom Park. There is also this really amazing party called
Mickey’s Not-So-Scary Halloween Party. This is hands down my favorite "extra" event at the Walt Disney World Resort!
Another really fun happening during this time is the
Epcot International Food and Wine Festival Presented by Chase. With almost 30 international food and beverage “marketplaces” there is something that everyone will want to sample! You also can keep your kiddos busy at the
Epcot Kidcot Fun Stops located throught World Showcase.
Lastly in the past we have been able to use a table service dining credit for a counter service meal. As much as we enjoy a delicious and hearty sit down meal, my three children would much rather be splashing in the pool or at the
Casey Jr. Splash ‘N’ Soak Station in Magic Kingdom Park!
I hope you and your family have a splashtastic time!
~Heather~