I was digging out my copy of U2's Unforgettable Fire EP, and the title song brought back memories of Christmas 1985. Plus the song has a very wintry feel to it.
Also, for one reason or another, Sonic Youth's Daydream Nation brings back memories of Christmas 1989, and that frigid space between Christmas and New Years when nothing really happens. There's guitar bits that sound like the kind of thing the Edge was doing at the same time.
XTC's Drums and Wires, Black Sea, and Mummer also bring back memories of Christmas 1989, mainly because I bought all three of these at an import shop in Schaumburg, IL while visiting Gramma that Christmas.
Jack Wilson's Easterly Winds came out around Christmastime as a Conn a few years ago; I listened to that so much, "Frank's Tune" is as much a Christmas carol for me as Johnny Smith's "Moonlight in Vermont!"
Any y'all know what I'm talking about here? Or have music to share?