A Christmas Story - probably my favorite
Miracle on 34th Street (the original)
I am just filled to the brim with a warm nostalgia with movies that depict those times/decades... which is funny because I never actually experienced them. Just the idea, though... more simple/'pure' (seemingly.. although this is probably partly just the age-old thing of idealizing past times) and less fast-paced than today.
I also Charlie Brown's Christmas and all of those old animation x-mas things (Rudolph, Santa Claus is Coming to Town.... )