When you are looking to watch a holiday flick, which is the first one you reach for? For me, it is Home Alone and Home Alone 2. Home Alone being 1a and Home Alone 2 being 1b. You are of course free to choose more than one as I did. Lots of classics out there.
Some other ones that I like are a Muppet Christmas Carol, Christmas with the Kranks, and The Nightmare Before Christmas.