When these stories end, it can feel like you've suddenly lost touch with good friends whom you were used to being with all the time. You can be glad that they are living happily ever after or whatever, but you still miss them. I certainly felt that with TLW, and with TOU I feel sort of that way even during long pauses between chapters.
At this point, I can't imagine feeling like that about the characters in DD. But who knows. It took me a few chapters of TOU before I started caring what happened to everybody. Quinn still annoys me, but now it's more like my good friends who annoy me.
With Christmas, the "after" variety is more traditional. The "before" variety is more the commercial aspect, and gets earlier and earlier. Christmas decorations have been in stores since September, maybe August in some places. How tedious.
The religious side of Christmas got lost in the shuffle long ago, and a lot of churches just go along with some variant of the commercial calendar and do mostly a "before" version.
Even the secular side of the celebration used to follow the Christian calendar, as in "The Twelve Days of Christmas."
It seems a bit weird to me to drag Halloween out over weeks in either direction. It's the "eve" of something, but then so is Mardi Gras.
Pumpkins are nice, though, and make good and appropriate decorations through the harvest season. You can be an "after" person with Halloween and a "before" person with Thanksgiving at the same time.