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The Best Vintage Christmas Movies

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Must Watch Classic Hollywood Christmas Movies. Black and White. Sentimental and Sexy, Festive and Fun.
 
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A story about a loveable squatter and his dog, living in Manhattan's finest house during the holidays. Add in a poor guy meets rich girl story, friends that need a place to stay and cranky rich guy, and it's the best holiday ever.
It Happened on Fifth Avenue (1947)
 
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Two divorcee's try not to be attracted to each other when getting together for Christmas. But with the help of their daughter, a handsome marine, a pinup girl and a shower scene…well, things are bound to get festive.
Never Say Goodbye (1946)
 
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When a debutant witnesses a murder from her train car, she decides to get the help of her favorite mystery writer to help her solve the crime. A delicious rendition of Silent Night by Deanna Durbin, one-liners by Edward Everett Horton, and an inherit...
Lady on a Train (1945)
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Miracle on 34th Street is all about believing. Turning non-believers into believers. Proving Santa exists, along with goodwill, kindness, and love, this old Christmas movie is a rewatch throughout the season.
Miracle on 34th Street (1947)
 
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Pretty much the best Christmas movie ever, Christmas in Connecticut, catches famous food writer, Elizabeth Lane in a lie. Hopefully she can come up with a farm in Connecticut, cooking skills, a baby and a husband, before her publisher finds out she's...
Christmas in Connecticut (1945)
 
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There's nothing that a widow needs more at Christmas, than a proposal. So should she take the tried and true friend of her late husband, or the cute department sales manager she just met?
Holiday Affair (1949)
 
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A masterpiece. Every time a bell rings, an angel get's his wings. This Christmas Movie is about hope, and faith, and everything good at Christmas. As George Bailey considers leaving this life, he gets a glimpse of what the world would be like without...
It's a Wonderful Life (1946)
 
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A wartime holiday film, this one follow two entertainers trying to decide what's next. Luckily, they find themselves in the same nightclub as two sisters doing the same. Some hilarious scenes, a little romance, and a lot of choreography, this classic...
White Christmas ( 1954)
 
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When a preacher asks for help, he doesn't plan on angel Cary Grant showing up to fix things and charm his wife, but God works in mysterious ways. An absolute gem of a film. Charming, feel good, and exactly what you need for the season.
The Bishop's Wife (1947)
 
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The original  “White Christmas”, Holiday Inn features a pair of entertainers, who head to the country to open an inn only open on Holidays. Add in a case of a mysterious dance partner, two men in love with the same girl, and fame and fortune await.
Holiday Inn ( 1942)
 
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She's a thief, and he's the guy that's gotta put her in jail. But not before he brings her home to the family, because he doesn't want her spending Christmas in the clink. Add in a long road trip, a country dance and a night in Niagra Falls, and it's...
Remember the Night (1940)
 
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She's just been fired, and in a case of mistaken identity is believed to be the mother a baby just dropped off at the church. But she can get her job back, if only she'll take “her baby” back. Thus ensues a a series of misunderstandings, a romance, m...
Bachelor Mother ( 1939)
 
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People pleasing Bud, finally finds the girl of his dreams, then he realizes she's dating his boss. Should he climb the corporate ladder and play nice? Or finally go after what he wants?
The Apartment (1960)
 
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A poor family prays for money and gets it raining down from the sky, but it's not what you think. Complete with romance, a circus performing squirrel, Jimmy Durante and lots of life lessons, this classic Christmas film is fun and frivolous.
A Christmas Wish (1950)
 
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An Oscar Winning Short, found on the DVD of Christmas in Connecticut (1945), The Star in the Night is priceless. It's follows three cowboys, i.e. wise men, to an off road diner/ inn, where a miracle is about to happen. So good. A retelling of the Nat...
Star in the Night (Short 1945)
 
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When everyone's favorite, grumpy, writer, falls at the Mayor's house, he finds himself staying for Christmas, and maybe losing his secretary to a handsome reporter. Bette Davis, Ann Sheridan, and Monty Wooley are divine.
The Man Who Came to Dinner (1941)