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2019

A Rainy Day in New York

"New York is better when it's pouring."

A Rainy Day in New York poster
  • 92 minutes
  • Directed by Woody Allen
  • Timothée Chalamet, Elle Fanning, Selena Gomez

⏱ 5-minute read

I remember exactly where I was when the news broke that Amazon Studios was shelving this movie indefinitely. It was 2018, the height of the #MeToo movement’s reckoning with Hollywood’s past, and Woody Allen’s latest project had suddenly become a radioactive asset. I watched this film much later, huddled on my sofa while my neighbor spent three straight hours leaf-blowing a perfectly clean driveway, and that low-frequency hum felt oddly appropriate for a movie that exists in its own stubborn, muffled bubble.

Scene from A Rainy Day in New York

A Rainy Day in New York is a fascinating artifact of contemporary cinema, not necessarily because of what’s on screen, but because of how it struggled to get there. It’s a "banned" movie that wasn’t actually banned—just ghosted by its distributor. For a certain subset of film fans, that friction turned it into an instant cult object. People didn't just want to see it; they wanted to see what all the fuss was about.

The Ghost of Cinema Past

The plot is classic Allen territory, almost to a fault. Timothée Chalamet stars as Gatsby Welles (yes, really), a wealthy, intellectual college student who takes his sunshine-bright girlfriend, Ashleigh (Elle Fanning), to Manhattan for a romantic weekend. He wants to show her the "real" New York—the smoky piano bars and rainy sidewalks—while she is preoccupied with interviewing a legendary, tortured film director played by Liev Schreiber.

Naturally, things go sideways. The rain starts, they get separated, and the movie splits into two distinct vibes. Ashleigh’s side of the story is a manic, screwball comedy where she bounces between Schreiber’s neurotic auteur, Jude Law’s cheated-on screenwriter, and Diego Luna’s suave movie star. Meanwhile, Gatsby wanders around the Upper East Side, looking like he’s trying to win a competition for Most Sentient Corduroy Jacket, eventually running into Chan (Selena Gomez), the cynical younger sister of an ex-girlfriend.

The weirdest thing about watching this in the 2020s is how much it refuses to acknowledge the present day. These characters are supposed to be Gen Z, yet they talk like they’ve been trapped in a 1950s New Yorker cartoon. They use landlines, carry old-fashioned lighters, and obsess over jazz standards. If you didn’t see a stray smartphone, you’d swear this was a period piece.

Chalamet, Fanning, and the "Avatar" Problem

Scene from A Rainy Day in New York

There is an undeniable charm to the performances, even if they feel like they’re being beamed in from another planet. Timothée Chalamet is doing the heavy lifting as the traditional Allen surrogate. He’s got the stutter, the slumped shoulders, and the weary cynicism down to a science. It’s a divisive performance—some find it pretentious, but I think he finds a genuine sweetness in Gatsby’s refusal to grow up.

Elle Fanning, however, is the one who truly understands the assignment. She plays Ashleigh with a breathless, hiccuping enthusiasm that keeps the movie from drifting into total melancholy. She’s the engine of the film’s comedy, navigating the "me-too-ish" advances of the older film industry men with a naive grace that feels both funny and, in retrospect, a little uncomfortable given the film’s production context.

Then there’s Selena Gomez. To me, she is the secret weapon here. While everyone else is leaning into the theatrical artifice, she is grounded, dry, and actually sounds like someone who lives in 2019. Her chemistry with Chalamet during a scene in a parked car—shot in one long, gorgeous take by the legendary cinematographer Vittorio Storaro (Apocalypse Now, The Last Emperor) —is the highlight of the movie. It’s the only time the film feels like it’s breathing.

A Cult Object in the Streaming Age

The behind-the-scenes drama is almost more compelling than the film itself. After the film was shelved, Chalamet, Fanning, and Schreiber all famously announced they would donate their salaries to various charities, including Time's Up and RAINN. It was a move that signaled a massive shift in how actors navigate their associations with "cancelled" figures in the digital age.

Scene from A Rainy Day in New York

Because it didn’t get a standard theatrical rollout in the States initially, A Rainy Day in New York became a digital scavenger hunt. It performed shockingly well in Europe and China, proving that the international appetite for this specific brand of New York escapism hasn't dimmed, even if the domestic one has.

Visually, the film is a knockout. Vittorio Storaro uses a warm, golden palette for Ashleigh’s sunny adventures and a cool, saturated blue for Gatsby’s rainy wanderings. It looks like a million bucks—or rather, $25 million—and on a big screen, the way the light hits the rain-slicked pavement is pure cinematic comfort food. It’s the kind of movie you put on when you want to look at beautiful people in beautiful rooms, even if the dialogue makes you roll your eyes occasionally.

6.5 /10

Worth Seeing

Ultimately, A Rainy Day in New York is a cozy, flawed, and deeply anachronistic little romance. It doesn't say anything profound about the modern world—in fact, it seems terrified of the modern world. But as a piece of "lost" cinema that survived a corporate burial, it holds a strange, defiant place in the history of the late 2010s. It’s not the masterpiece some fans claim, but it’s certainly not the disaster the headlines suggested. It’s just a rainy afternoon captured in amber.

Scene from A Rainy Day in New York Scene from A Rainy Day in New York

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