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I always liked A Christmas Story.

Like the Die Hard 1 and 2 reference. Also Family Man, but the life with the Ferrari.
 
Ernest Saves Christmas - Always a laugh, shame no one seems to remember it!

Santa Claus (1985) - Not the Tim Allen one, the one with Dudley Moore. Again, another classic not many remember!!
 
In no particular order, my Top-5:

Die Hard
Home Alone
A Christmas Story
Christmas Vacation
A Charlie Brown Christmas
 
Pretty much the same ones already mentioned.

I would throw in Hustler's Barely Legal Christmas Movie. Very under rated. :eek:
 
For me, it's a close call between A Christmas Story and Gremlins.

A Christmas Carol
1999, with Patrick Stewart.

IMO a powerful performance by Stewart, movie stays relatively close to the book as well. I can watch it any time of year.

A Christmas Story comes in a close second, though. So quotable. "I triple dog dare you!"
 
Without any doubt;

Die Hard (masterpiece, the second ones also Christmassy but... meh)
Home Alone 2
Planes, Trains and Automobiles (yes not Christmas, but close enough for someone who doesn't celebrate thanksgiving)

Bad Santa is okay too.
 
For me it's a tie between "It's a Wonderful Life" and "Love Actually."

"Sound of Music" is a close runner up. I watch all three of these movies every year! :D
 
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