For me, the main Christmas movies I enjoy,
A Christmas Story, this is simply a classic film, enjoyable no matter your age.
A Christmas Vacation, one of the best comedies of all time.
Rudolph, the Red-Nosed Reindeer - Classic stop-motion film, can't be beat.
Nightmare Before Christmas - Who can deny that this movie isn't awesome? Tho
Home Alone I/II - Loved them as a kid, still enjoy them today.
For a more recent movie I really enjoy on the Holidays now, The Family man. It just helps bring things back thing, makes you focus more on the things that matter in life.