WDWFigment -
I'm so, so sorry that your first post didn't really get addressed. I'm glad you came back here - you posted quite a long time ago (along with sharing one of your beautiful photos of the Castle in the MK) and then disappeared!
I was not on the DIS too much last week - or if I was, I didn't pop into this thread much after I posted the weekly theme on Monday. Also, I don't always get e-mail notices to alert me about new posts in this thread, so I didn't even realize you posted something until today! (I just went back now and saw that you posted your questions last week, or several days ago at least!)
Usually what happens is that other folks in this thread will step in to answer questions when I'm not here - or even if I am here, I may not have the answers to all the holiday-related questions and need other people to offer some insight and opinions. I guess that other than Vala and Mike, your post got lost in the mix and overlooked by most of us!

Again, my apologies!
Anyway, I have to go back read your post and see if there is anything else I can answer for you - I'm sure there is, but I have to go over your questions again.
May I ask - where is it that you've been hearing that the 3 DLR hotels' decorations will be or
could be up on 11/14 this year? The reason I ask this is because if it came from any kind of official Disney source, then it would actually be considered "news" over here! It would be good news, in fact. Many early-November visitors would be thrilled to enjoy the Grand Californian's holiday atmosphere, for example.
But, alas,
unless DLR suddenly changes how they do things this year, the 3 hotels do not get their decorations until Thanksgiving or the day after. Right around in that time frame. Technically, I'm sure they have to
begin putting up some stuff a couple of days early - a random wreath here, a random wreath there, some garland strewn over an awning or something - just to get it all situated and make sure nothing needs to be fixed, replaced or removed.
So there may be some wreath sightings before Thanksgiving! The thing is, I suspect that a lot of people venture to the hotels and see "a wreath" and assume the hotels are all decorated for the season and are in full holiday mode. I don't know if the carolers will be out on 11/14, and I don't know if Santa will be out at the hotels yet (both the carolers and Santa appear at all 3 hotels, in shifts). The Grand Californian Hotel's pianist is there year-round, but I don't know if he/she starts playing holiday music as of 11/14 or as of Thanksgiving, or somewhere in between.
Fellow DIS'er KCMike was at DLR last year over the opening weekend of DLR's holiday season, and he went to GCH and saw that there was no Christmas tree (which would mean no carolers and no Santa, either). And now that I think back, I recall a couple of other people telling me that in the last few years they stayed at the GCH until just after Thanksgiving and that the tree did not go up until the morning after Thanksgiving.
So it's hard to say - maybe in some years the decorators at the hotels are able to get all the decor up a little bit early and then they can begin the 'entertainment' such as Carolers and Santa earlier too. But no one seems to be able to say with 100% certainty that they have seen the hotels fully holiday-ized when the season started in the parks, in early/mid-November.
Personally, I think DLR
should get the hotels all ready to go on the opening day of the season, just like the parks are ready to go. Especially in a year when one of those parks is under so much construction, I feel that DLR should do what it can to make sure that all the other holiday offerings at DL, DLH, GCH, PPH and DTD are ready to go at the same time.
But unless there have been some recent developments that have not trickled back to us here yet, as far as I know it will be the usual pattern at the 3 hotels - no tree, Santa or Carolers at the hotels until right around Thanksgiving (give or take a day).
I'll go back to your other post in a minute and see what I can answer.