The dates for the CP and
MVMCP are usually announced in late July or early August. Tickets for MVMCP and CP Dining packages usually go on sale around the same time. Narrators and program for the CP are usually announced at a later date.
I would also try to see the Osborne Family Light Show at MGM. The Backlot is transformed into a winter wonderland. There are thousands of lights and decorations. Very pretty. When we were there in 2001, they also made it snow on New York Street while we waited for the opening. I assume that they still do.
If you have the time, I highly recommend visiting the various resorts to see how they've decorated for the holidays. Each one has its own unique theming and each is beautiful in its own way. The GF has a giant gingerbread house in the lobby and the aroma meets you as soon as you walk in.
Go to EPCOT and do the Holidays Around the World. They have storytellers in each of the countries with scheduled times. It took us two trips around the WS to see them all but it was well worth the walking. The kids were especially impressed with La Befana (the Italian Christmas Witch). Maybe it was because DH is Italian, or perhaps it was b/c she made direct eye contact with DD (who looks VERY Italian) while she told her story.
If you choose to go during the Thanksgiving period, the decorations should be up already. You will probably get to see all the holiday stuff if you go then. This year's dates for the CP were 11/25 (day after Thanksgiving)-12/30. For MVMCP the dates began 11/27 (Sunday following Thanksgiving) and ended 12/20, but it wasn't held every night during that period. This year's Osborne Lights were scheduled from 11/14/05-1/8/06. EPCOT's Holidays Around the World ran 11/25-12/30 this year.
Other possibilities:
- DtD: strolling musicians, lots of decorations and, of course, holiday shopping!
- AK: Jingle Jungle Parade, Santa Goofy in Camp Minnie Mickey and the Festival of the Lion King is all decked out in holiday splendor.
- WL: Holiday Sleigh Rides
- BC: Check out the holiday carousel, gingerbread house decorating
- YC: An impressive model train display
As far as the costs are concerned, I think you already know that it will take more
DVC points to stay during the Holiday Season (Premier Season in DVC-speak) than it will to stay during Regular Season (Magic Season for DVCers). The regular park passes, hard tickets and food will cost you the same, regardless. So really, it's a matter of how many DVC points you want to spend on this this alone. Either way, you'll get to experience the holiday magic at WDW.