Hi Heather,
You and your family are in for a magical treat! How exciting a first trip to WDW is! Every trip is exciting for me! Anyway...all of the WDW Deluxe accomodations will sleep a family of five comfortably, and all are beautiful. I guess it all depends on which park you want to be closest to. The Poly and GF are both on the monorail which is a huge plus with small children. The Yacht and Beach Club as well as the Boardwalk Inn are both a short walk to EPCOT and a 10 minute walk, or a boat ride to HS. You can also walk through EPCOT and get on the monorail to MK. If you go to the offical WDW website, you can look at pictures of the resorts and rooms. I personally, love the Beach Club. The pool (Stormalong Bay) is fabulous for both small children, and adults. This area has many places to dine also.
The
Disney Dining Plan offers several choices. The basic Dining Plan is $39.99per person, per nights stayed. The children less than age 9 are substantially less, I'm just not sure of the price. The basic dining plan includes one counter service meal with drink and dessert, one sit down/table service meal with drink and dessert , and one snack, per day. It no longer includes appetizers or gratuities at the table service meal. It can be a good value, depending on how you and your family like to eat when you are on vacation. Almost all restaurants at WDW are included, both parks and resorts. There is also a "counter service only" dining plan which is less money, and a Deluxe Dining Plan which includes 3 sit down meals per day. I think this is way too much food! I enjoy a good meal on my vacation, but I'm not going to WDW just to eat. Just my opinion. All of this info is on the "official" WDW web site and on WDWinfo.com.
Here are a few recommendations;
Make a reservation for your family to do the "Hoop Dee Doo Musical Reveu" a dinner show at Fort Wilderness. The food is all you can eat chicken, ribs, beans, corn on the cob, salad, and drinks, including beer and wine. Strawberry Shortcake is served for dessert. You have to prepay when you reserve. We have done several times, both when my children were very young, and recently as young teens. We love it everytime. It is a really fun time!
Also, book a character meal, either breakfast or dinner. Our favorites are either Chef Mickey's at the Contemporary (Mickey, Minnie, Goofy), or Crystal Palace at MK (Pooh and friends).
I would also recommend trying to do Wishes at MK, and Fantasmic, at Hollywood Studios. Both are a must, IMHO! Try to do the parades at all parks. They are really fun!
I hope you find this info helpful! Have a great time!