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The plot is worth noting, though. The two leads play Bob Wallace and Phil Davis, a mid-level entertainer and a nobody who meet up as they fight in World War II in the same unit. In the wake of an at-the-front Christmas show thrown as a farewell to their respected leader, General Waverly, Phil saves Bob's life, taking an injury of unspecified degree in the process.
Phil — himself a wannabe entertainer — uses both Bob's gratitude and his guilt over the injury to convince him to try a partnership after the war. Despite Bob's initial misgivings, the pair not only work, they become one of the biggest acts in the country, moving in ten years from club gigs to their own radio show and ultimately to writing and producing their own Broadway revue.
On Christmas Eve on tour in Florida with the show, they receive a letter from Benny Haynes, another soldier from their old army unit, asking them to look at his sisters' nightclub act. It later turns out one of the sisters faked the letter, and the other sister is shocked at the dishonesty. It works, though, and Wallace and Davis actually end up falling for the sisters (but not willing to admit it yet), and even follow them to their new gig in Vermont. There they see it's got a warm spell, and even though it's the beginning of winter it's 70 degrees and there's no snow in sight. The owner of the lodge hires them anyway, and he turns out to be the now-retired General Waverly.
Okay, that seems contrived, but that's not the point. Aside from the musical numbers, the film keeps a strong focus on both the growing relationships between the male and female leads, and just as strong a focus on how Waverly feels washed up after leaving the army, and how Wallace and Davis manage to lift his spirts.
The film may seem odd to some, especially how Danny Kaye's socially awkward character seems Ambiguously Gay to some these days (he's more meant to be a big kid, as indicated by his voice cracking at awkward moments).
For the trope about snow at Christmastime, see Dreaming of a White Christmas.
- Acid Reflux Nightmare: Bob informs us that if you eat liverwurst sandwiches right before bed you will "dream of liverwurst." That doesn't sound very pleasant.
- Arc Words: "Let's just say we're doing it for an old pal in the Army."
- Artistic License Gun Safety: The film begins with Bing Crosby singing to his fellow soldiers at an impromptu Christmas show somewhere in Europe in World War II. A GI who looks to be about 16 first puts his hand over the business end of his M1 Garand, then rests his chin on his hand.
- Birds of a Feather: Phil and Judy, Bob and Betty.
- Body Language: Watch Bob and Betty's argument at Novello's, after Phil and Judy head off to dance. Despite the coldly angry words, with each exchange they readjust their seats and postures to get closer and closer to each other.
- Bowdlerization: Small in-universe example: the General has Bob skip a dirty word in a letter he's reading aloud.
- Captain Ersatz: Ed Harrison, who hosts one of the most popular variety shows in the country.
- Costume Porn: Very low-key at times, and all but over-the-top at others. This is a film costumed by Edith Head, after all.
- Deadpan Snarker: Emma gets in some good zingers:
Waverly: I got along just fine in the Army without you.
- Department of Redundancy Department: "If you're worried and you can't sleep/Just count your blessings instead of sheep/And you'll fall asleep counting your blessings."
- The Ditz: Doris Lenz, the "Mutual, I'm sure" girl.
- Dramatically Missing the Point: Betty is upset at what she thinks is Judy's betrayal at leaving the act to get married and Bob's double-dealing by exploiting the General for publicity for the show. Bob, on the other hand, realizes that something has upset her, but thinks it's because he's pushed their burgeoning relationship too quickly or in a direction she's not comfortable with yet.
- Dreaming of a White Christmas: Subverted, until the end.
- Exact Eavesdropping: Subverted; Emma Allen is distracted at exactly the wrong moment while listening in on a phone call, making her think Bob wants to make a fool out of the General. And then she tells Betty...
- A Father to His Men: Waverly.
- Funny Background Event: Watch the reunited soldiers during the tribute to General Waverly at the end — there're lots of little bits of funny business. For instance, when he says "Ties will be worn in this area!", one fellow grins broadly and makes a point of very obviously adjusting his (already perfect) tie.
- Glory Days: Waverly tries to return to active service in the army, but they have no place for him.
- Happy Ending: Provides the image for that page, in fact.
- "Happy Holidays" Dress: Two stunning ones worn by the Haynes sisters at the end — as seen in the page image.
- Have a Gay Old Time: When Judy enumerates her requirements for a suitable candidate to be her bogus fiance, she includes "handsome ... gay ... witty".
- Headbutting Heroes: Bob and Betty, but only for the first five minutes together, and later when they get crossed wires (see Exact Eavesdropping).
- Heat Wave: Vermont is suffering one (well, relative to what it ought to be having) when they get there.
- Heterosexual Life Partners: Wallace and Davis.
- Hey, Let's Put on a Show: To save General Waverly from going bankrupt, Bob and Phil decide to move their entire show — on tour in Florida and currently on holiday hiatus — to Vermont to occupy the inn.
- History Marches On: Crosby at one point suggests that it would be impossible to find a Democrat in Vermont. Back in the day, Vermont was a GOP stronghold. Not so much now...
- Hollywood New England
- "I Know What We Can Do!" Cut: Phil has come up with a plan to delay the sheriff by lip-synching the song Betty and Judy had just performed. We're not told this in advance, only shown him holding the record. He drags the reluctant Bob away, then we cut to the two of them wearing feathers and carrying fans. Hehe.
- I Owe You My Life: Subverted; throughout the film we see Phil constantly reminding Bob of his "war wound", so he'll do what Phil wants — i.e. form the double act, become producers, go to Vermont, etc. Granted, we wouldn't have a plot otherwise, but on the other hand you can sympathise with Bob when he vents about how manipulative Phil is being.
- Jukebox Musical
- May-December Romance: Both Bob-Betty and Phil-Judy. Bob is clearly in his forties in 1954, and while Phil could conceivably be as young as his late twenties it's far more likely he's in his middle thirties. Meanwhile Betty is no more than 25, and Judy is probably 19.
- The Men First: General Waverly. ("We ate, and then he ate. We slept, and then he slept.")
- Mid-Atlantic Accent: Danny Kaye uses an exaggerated American Theater Standard accent to say "The theatah, the theatah, what's hahppened to the theatah?" at the start of "Choreography".
- Minstrel Show: A fairly sanitized "Minstrel Show" number as part of the revue, lacking blackface and offensive dialect, and looking more like Mardi Gras than anything else.
- Montage: Several, including a Time Compression Montage showing the progress of Wallace and Davis's joint career.
- Non-Singing Voice: While Vera-Ellen (Judy) was not a bad singer, the producers still had all her singing dubbed by singer Trudy Stevens. (And not, as some sources claim, Rosemary Clooney in multiple Solo Duets.)
- Pair the Spares: Judy and Phil deliberately invoke this in order to get Betty and Bob back together. It doesn't go quite as planned. But they all end up as couples anyway.
- Peeling Potatoes: Phil and Bob's initial encounter General Waverly at the Pine Tree Inn ends when Emma hands the general a sack of potatoes and sends him to the kitchen; he apologizes for ending the conversation, explaining that he's on "K.P."
- Pretty in Mink: The dresses at the end are trimmed with white fox and come with matching muffs.
- The fur wraps worn by all the wives and girlfriends of the soldiers showing up at the end.
- Scenery Censor: Bob's trunk in the dressing room during his argument with Phil early in the film. If you're not paying attention, you won't notice that Bing Crosby strips to his underwear and changes his clothes entirely, all on camera, thanks to that trunk.
- Self-Plagiarism: Not at all uncommon in an Irving Berlin film (as his contracts mandated no music but his own in them), but taken to new heights here. Besides the wholesale recycling of numbers originally seen in Holiday Inn as parts of Wallace and Davis' stage show, there are quotes or entire songs from other Berlin films. Additionally, the verse melody from Holiday Inn's "Happy Holidays" is repurposed as the bridge of "Counting Your Blessings".
- Shaped Like Itself:
Betty: We'll be in Vermont.
- Shockingly Expensive Bill: See Undisclosed Funds below.
- Showgirl Skirt: Judy wears a detachable one in the "Mandy" number.
- Soundtrack Dissonance: Singing "I'm Dreaming of a White Christmas" in the middle of a destroyed town during WWII to a group of sad soldiers. Singing the same song while it's snowing? Um...
- Except that at that point they are dreaming about it; despite the fact that it's Christmastime at a ski resort in Vermont, the weather is clear, sunny and warm — and they need the snow to save the General's business.
- Spinning Newspaper: A variation is seen the post-war Time Compression Montage, when multiple Variety headlines are displayed, tracking Wallace & Davis's career.
- Spiritual Successor: To Holiday Inn. It was originally intended as a vehicle to reunite Crosby and Fred Astaire, but Astaire considered himself retired at the time and the part eventually went to Danny Kaye and the script was dramatically re-written.
- Standard Fifties Father: Bob invokes the pipe, slippers, newspaper version of a husband when ribbing Phil, who has just (supposedly) gotten engaged.
- Suspiciously Apropos Music: Betty singing "Love, You Done Me Wrong" at the club in NY after her fight with Bob and her departure from the Inn Played with in that when Betty sees Bob is in the club, she tries to get the bandleader to play a different song (he refuses); and it's entirely likely the song is in her act because she's angry at him.
- Take That: Choreography is one big Take That against Martha Graham and the Modern Dance movement.
- That Reminds Me of a Song: Justified as most of the movie is rehearsals for or performances of various stage shows and nightclub acts.
- They Wasted a Perfectly Good Sandwich: Accidentally averted by Rosemary Clooney: during the dinner scene the first night they're at the Inn, Betty is the only one who visibly eats anything more than a spoonful of soup. In the commentary track for the DVD release, Clooney admits she was still inexperienced enough as an actress that she didn't realize she wasn't supposed to really eat the food on the table—which was genuine and edible—and ended up stuffing herself overfull during the retakes and different angle shots in order to maintain continuity.
- Throw It In: Bob's speech about the effects of sandwiches on dreams was completely improvised by Crosby.
- Much of Bob's odd lingo and slang was Bing Crosby's usual way of speaking applied to the script.
- The reprise of "Sisters" lip-synced by Bob and Phil allegedly began as a gag pulled by Bing Crosby and Danny Kaye during filming. The director liked it so much the script was re-written to include it.
- Titled After the Song
- True Art Is Incomprehensible: Mocked as part of the "Choreography" number.
- Undisclosed Funds: Because "Wow!" doesn't need to adjust for inflation, and it's funnier than an actual number.
Phil: H...How much is "wow"?
- Unintentional Period Piece: Perhaps epitomized by the early exchange between the Haynes sisters where it's revealed that their brother Benny is "out of the country" — in Alaska.
- Values Dissonance: What a difference sixty years makes — Bob basically wants a wife who will stay in the kitchen and bear his children, and despite being career girls, neither Betty nor Judy have a problem with that, nor does Betty object to the implication that she'll have to give up show business to marry Bob.
- Wakeup Makeup: Betty and Judy seem to go to bed with their hair still styled and wearing full make up. That red lip stick isn't going to do any favors to your pillow, Betty.
- Weather Dissonance: The plot hinges on the fact that there's no snow. Vermont would normally be draped in snow by Christmas, but it's basically spring weather there. No snow means no business, and no business is bad for Waverly.
- World War II: The movie opens there, and three of the main characters served.
- Worst News Judgment Ever: Most of the headlines tracking Bob and Phil's career really have no place being on the front page of Variety in inch-high or larger type.