I can't put these in any order, except that my very favorite is Magoo's Christmas Carol. Magoo was such an odd, bumbling, cranky at times character. He seemed an odd choice for Ebeneezer Scrooge. Somehow, the story, the other actors, and particularly the music made it the most touching of films. The play within a play format added additional charm.
Magoo's Christmas Carol
Muppet's Christmas Carol
I don't know what happened to the Muppets, in recent times, but I'm sure you can't keep a good Muppet down. In top form here, the phrase "light the lamp, not the rat" pops up frequently in our house. Michael Caine's lovable Scrooge is a big draw, as is seeing Kermit and Piggy happy at last with little froggies and piggies.
How the Grinch Stole Christmas (animated with Boris Karloff)
There he is, the Green Monster with a tiny heart and a long suffering pup named Max, stealing Christmas, so he thinks. His heart may have been two sizes too small, but it was always there. Fantastic songs.
Frosty The Snowman
A simple story, lovely music, all good will and happiness.
Rudolph The Red Nosed Reindeer
A classic tale of those who seem different being capable of wonderful things, with Burl Ives telling the tale and singing in his warm deep ol' voice. There are some really great characters in this little film.
A Charlie Brown Christmas
Who better to tell a tale of Christmas love, hope and faith but Charlie Brown and the Peanuts gang? Not a fan of jazz music but I bop along to the tunes anyway.
Ho ho ho! What a good cop won't do to save his wife...taking on a bunch of baddies who have crashed her work Christmas Party. Yipee Kay Ay, Santa.
The Family Man
One of those What If... movies. Cold slimy executive Jack gets an unasked for glimpse of what his life would have been like if he'd married his sweetheart Kate, and been a tire salesman with two kids. He hates this new life...until he realizes he doesn't. (sniff)
I watched this a ton after my mom died. A little girl misses her mom, who has died. She finds a lost reindeer who she is certain is Santa's Prancer and tries to find a way to get him reunited with the Elf. Her faith in the reindeer and Santa is so sweet, though no one believes her.
Rock musician Jack Frost breaks one promise too many to his son, but is killed on the way home one night near Christmas as he tries to make good on his Christmas plans with the family. A year later, his son makes a snowman that looks like the last one he and his dad made. Playing his dad's old harmonica brings Jack Frost back for a bit as a snowman. Your heart will melt.
The Little Drummer Boy
I love the song The Little Drummer Boy, and this simple and sweet little tale with puppetry always suited it very well.
The Santa Clause
Certainly the funniest film on the list, The Santa Clause's Scott Calvin unwittingly becomes the new Santa after the old one falls off the roof of Scott's house, oops! Santa disappears, but his suit is left behind. Trying it on at his son's insistence, he finishes up the night's work. He's informed that he will be the new Santa and has till the next Thanksgiving to prepare. He gains weight practically overnight, his hair turns snow white, and a beard he can't keep trimmed keeps getting longer and longer. It's so funny and touching at the same time, as the little boy loses his dad to the Santa legend.