I just got back from WDW and did book our trip for next August....9 nights, 1 day base tickets, 2 adults, 2 children, Pop Century... $1100.
A few notes for those going. We stayed at Pop Century and we saw nothing advertising it....no flier in our room, nothing in the lobby, nothing on TV, etc. We went to the BCV for our breakfast ADR at Cape May and wandered around the lobby beforehand and didn't see a desk. As I looked more, I saw a small stand, kinda like a magazine rack, that said something about planning your next vacation and it had a "brochure" about the free dining for next August/September, giving a few details. The stand was in front of the Cruise Line desk, but the people there didn't know anything about it. The brochure said to fill out the card in it and place it in the drop box on the stand and someone would contact you in your room at the resort. Well, we had checked out of Pop and hadn't checked into the AllStars yet, so I wasn't able to put the room number down on the form. So, I just held onto it until the next day so I could put the room number on the form. So, the next day, we went to POR and found the same stand and still no one at the desk who could book this. This was also in the morning. So, I just dropped it in the box and hoped for the best.
When we got back to the room that night around 8:30 pm, there was a message blinking for us and it was "Sandra" at the POR "Next Stay Desk" and she said I could call her until 10pm at POR or I could call a phone number she gave me. So, I went ahead and called her at POR. The front desk had a hard time figuring out who she was and how to transfer me to her, but they finally did and I was able to book my trip (yeah!). She said that she takes over the Cruise Line desk at 1pm each day, so that's why I hadn't seen any CM I could talk to, since I was there in the mornings.
She said they're trying it out to see if they need to have "Next Stay" staff at the resorts on a more consistent basis.
Anyways, I hope that info helps someone....it was really disconcerting for me to expect to see a rep and then only see a drop box and a stand. I was getting worried I wouldn't get the free dining I had been hoping for. But, alas, in true Disney fashion, everything worked out great.