I don't want to start a fight, but I'm not crazy about "A Christmas Story."
I love Melinda Dillon as the mother of the main character, and I'm aware people re-watch it every year, but there's a big difference between a movie that's fine once and one that becomes a tradition.
It probably comes down to personal preference. Some viewers like the "Home Alone" movies; I can't stand them. A reader wrote to say the Humphrey Bogart "We're No Angels" is a holiday tradition, and I like it but don't need to see it again. Same with "National Lampoon's Christmas Vacation."
What I'm saying is that my favorite holiday titles may not be yours, especially since there are so many options. "It's a Wonderful Life," now regarded by many as the holiday classic, was not a success upon release in 1946 (although it did score five Oscar nominations), but golden-era titles such as "The Bells of St. Mary's," which is name-checked on a marquee in "Wonderful Life," and "Miracle on 34th Street" were huge hits.
A holiday movie is richer if it's not all sweetness — if, as Tracey Thorn sings in her Christmas song "Joy," "it's because of the dark we see the beauty in the spark." Judy Garland offers a similar sentiment in "Meet Me in St. Louis" when she sings, "Next year, all our troubles will be out of sight."
"It's a Wonderful Life" is about a man on the verge of killing himself. "The Ref" and "Meet Me in St. Louis" feature family members who'd sooner tear each other apart than tear a ribbon off a present. "Black Christmas" thinks the reason for the season is thrill-killing. And "Bad Santa" is self-explanatory.
There's an acknowledgment in there that the holidays aren't all mistletoe and holly for many people (by the way, "The Night Before" is a decent gross-out comedy about Hannukah, but options for that holiday, or Kwanzaa or Eid al-Fitr, are few).
Dark elements can make a movie rewatchable — there's more to discover in "It's a Wonderful Life" every time, no matter how often you've tried to peep all the souvenirs of evil in Mr. Potter's lair. And there's an element of hoping things will go differently each time you watch: Who's with me in groaning whenever Uncle Billy mislays the bank deposit that makes everything fall apart?