All the Rankin/Bass films are great!!!!
Rudolph The Red Nosed Reindeer
Frosty The Snowman
Frosty's Winter Wonderland (not to be confused with the awful Frosty Returns)
Rudolph's Shiney New Year
Twas The Night Before Christmas
The Year Without Santa Claus
Santa Claus Is Comin To Town
ETC.
But a couple of off the wall ones that I love are as follows
The Muppet Family Christmas - it stars ALL muppets, from The Muppet Show, Seasame Street, and Fraggle Rock. It's a classic and one I have watched every year I can remember.
MST3K: Santa Claus Conquers The Martians - HILARIOUS...here's a clip
http://www.youtube.com/watch?v=LNu__vWHQ1k
The South Park Christmas Episodes - Mr. Hankey, The Christmas Carol Episode, The Woodland Critter Christmas...all CLASSIC!
Ernest Saves Christmas....hahaha oh that Ernest
And some classics:
It's A Wonderful Life
Trading Places (yes it's Christmasy and also covers New Year's as well)
George C. Scott in A Christmas Carol
Mickey Mouse in A Christmas Carol
A Christmas Story
The Grinch That Stole Christmas (cartoon)
Merry Christmas Charlie Brown


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