Happy Holidays Jessica,
I, myself, am preparing for an upcoming Walt Disney World stay, during this Jolly Holiday time, and would love for my kids to visit with Santa and found it in both our best interests to do some research.
Disney's Festival of the Seasons comes to Downtown Disney, between November 14 and December 29, 2014. Guests are able to do some shopping, through a a winter wonderland of decorations, along with enjoying some live entertainment. Whimsical holiday performers, carolers and even a dance party all await you during your upcoming visit. But most importantly, the BIG man himself, is ready to hear every child's Christmas Wish. Santa is welcoming visitors, in front of The World of Disney Store during set hours. WDWinfo.com and WDWmagic.com, both wonderful sites for Walt Disney World information, are reporting Santa is greeting Guests, November 14 - November 20 from 5:00 p.m. - 9:30 p.m. and November 21 - December 24 from 3:00 p.m. - 9:30 p.m.
Disney PhotoPass photographers are available to take a picture or you are welcome to use your own camera.
I do hope this helps with your planning and if I can be of any further pixie dusted assistance feel free to ask. May your upcoming stay be filled with many magical and memorable holiday moments.
Amy M*o*