Which is a movie in which a British and American woman swap homes over the holiday season (Kate Winslet and Cameron Diaz). Of course just having Winslet made it a good movie per definition, but even Diaz is better than in most of her movies. Other than that, there is of course the modern classic Love Actually. Guess I'm not much of a classic holidays movies fan. In here on Christmas day you tend to have lots of old big classics on TV, Ben Hur for instance.
Not sure I really have any. Christmas is not as big a deal for kids here anyway, Sinterklaas is more likely to inspire nostalgia. There's a Sinterklaas-themed children's series that does come to mind.