Howdy Sara! So excited for you!!! Switching resorts is very easy. On our next trip, we will begin at Beach Club, move to Grand Floridian and then conclude our vacation at Animal Kingdom Lodge - Kidani Village. While, it might be a bit easier to just stay in one location, this allows us the flexibility to enjoy a variety of different aspects of the resort hotels as well as take advantage of the proximity of various resorts to specific theme parks.
If you decide to move, it's really a very simple process. On the day you check-out of Jambo House, you will call the Bell Stand and let them know that you need to transfer your luggage to a new resort. They will ask you for the number of bags you will have transferred. A Cast Member from Bell Services will come to your room and give you a receipt for the number of bags you are transferring. Your luggage will be transferred and you will be free to enjoy your day.
Please note: once your luggage is picked up by Bell Services, you will not see it again until late afternoon. Be sure you have everything you need. This is particularly important given that you are the parents of a 2 year old. Aaaahhhh - to experience the magic that is Disney through the eyes of a two year old. How fun!!!!
With regards to your other question, the dates for
Mickey's Very Merry Christmas Party should be released soon. They have been announced in early May in past years so, hopefully, you will know more next week so that you can make a decision about extending your vacation.
Please let me know if you need anything further and have a magical day!