For my family, it has to be…
A Christmas Story
Elf
Home Alone
How the Grinch Stole Christmas!
Mixed Nuts
The Muppet Christmas Carol
National Lampoon’s Christmas Vacation
The Nightmare Before Christmas
Prep & Landing (short)
The Year Without a Santa Claus
And I forget to mention 2 very important shorts:
Suzy Snowflake
Hardrock, Coco and Joe
Thanks for the suggestions, everyone… and Merry Christmas! 
Late entries are always welcome, otherwise see you next year! Maybe we can group all the movies into sections such as “cheerful”, “sad”, “introspective”, “animated”, “classics” etc. some time for future Christmas reference. It would be like the curated playlists that exist in Apple Music, Spotify and such, from Plex users/movie aficiniados to other Plexians.
Here are some older Christmas Movies:
The Apartment 1960
The Bell’s of ST. Mary’s 1945
A Christmas Carol 1938
Christmas in Connecticut 1945
Holiday Inn 1942 (Song White Christmas was written for this film)
It Happened on Fifth Avenue 1947
It’s a Wonderful Life 1946 (Frank Capra)
The Lemon Drop Kid 1951 (Song Silver Bells written for this movie.)
The Man Who Came to Dinner 1942
Meet John Doe 1941 (Frank Capra)
Meet Me in St. Louis 1944 (The Song Have Yourself a Merry Little Christmas comes from this movie.)
The Miracle of Morgan’s Creek 1944
Miracle on 34th Street 1947 (Frank Capra)
The Shop Around the Corner 1940 (Plot stolen for You’ve got Mail)
Sun Valley Serenade 1941
White Christmas 1954 (Followup to Holiday Inn)
@“Scott Wincklhofer” Thanks for your list. My media on Plex is a combination of my own and my brothers - who happens to love older movies. We were just talking about Christmas movies the other day. We wondering about what we could add. Some of these movies, we already have, but there are some on this list we have to look for. Thanks again for the list.
You’re Welcme. I missed:
The Bishops’s Wife - 1947
Happy New Year 2017, everyone!
I love the classics, Christmas in Connecticut (also the 2nd version with Dyan Cannon and Kris Kristofferson, White Christmas, It’s A Wonderful Life, Charlie Brown Christmas & Grinch both cartoons, A Christmas Story, A Christmas Carol, Miracle on 34th Street (original), Holiday Inn🎄
Ernest saves Christmas;-)
