There is already a thread going with this identical question on resorts.. I'll merge this thread with that one.
Also -- copy and paste the same answer
1.
Dirty Little Secret # 1- Tho lots of DIS'ers swear by it... It's really pointless to make a room-only reservation ahead of the 2009 rates since a room only reservation can not be 'converted' to a package.. but rather has to be cancelled and then rebooked. In talking to a couple of friends who work Disney reservations they revealed that when you cancel the room only reservation, the room does NOT return to available inventory immediately... so, on the off chance the resort was 'sold out' for those dates you may not get the package you wanted in the end anyway.
It is truly pointless for the most part, unless you intend to keep it as a room only reservation. It may make you feel better, but it doesn't help you get a package for the dates you want at the resort you want.
2.
Dirty Little Secret # 2 - Anytime you have multiple reservations, cancelling, rebooking, changing resorts, changing your mind on dates ... that's an opportunity for something to go wrong and THAT could be a major headache down the road. Why risk that?
3.
Dirty Little Secret # 3 - As several posters have noted, placeholder reservations actually REDUCE the number of rooms and resorts available for booking the
free dining promotion. They are ill advised if that's your intent.
4. If a discount comes available for your dates AND there is availability for that discount at the resort you've booked .. for those dates .. then yes, the discount can be applied to a previously booked package.
Generally speaking, if you can be flexible in your dates OR your resort choice OR ideally.. BOTH .. then you have the best chance of being able to score a discount
5. New room and package rates for 2009 should be available in mid to late August.
6. This is a question best suited to the resorts board and as such, I'll be moving this there for the benefit of others with the same questions.
7. Numbered lists are fun - Just ask RustyScupper!
Knox