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A Rainy Day in New York
Full Movie·2019·1h 32m·en

A Rainy Day in New York

Dive into the whimsical, rain-soaked streets of Manhattan with *A Rainy Day in New York*, a charming romantic comedy that follows a young couple's misadventures. What starts as a romantic weekend quickly spirals into a series of unexpected encounters and cynical observations on love and life.

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Movie OTT Editorial

5 min read · Published July 7, 2026

6.4/10

Exploring the Quaint Charm of A Rainy Day in New York

A Rainy Day in New York introduces us to Gatsby Welles (Timothée Chalamet) and Ashleigh Enright (Elle Fanning), a young college couple with vastly different expectations for their weekend getaway in the titular city. Gatsby, a self-proclaimed connoisseur of old New York, plans a romantic escapade, hoping to deepen their relationship amidst the city's classic haunts. Ashleigh, however, arrives with an agenda: to interview renowned film director Roland Pollard (Liev Schreiber) for their college newspaper. What begins as a seemingly simple journalistic endeavor quickly pulls Ashleigh into the chaotic world of filmmaking and high society, leaving Gatsby to wander Manhattan's rain-slicked streets, encountering old flames and new perspectives on love and life. It's a tale steeped in the romantic, cynical glow of a classic New York City fable, setting the stage for a series of delightful, if sometimes melancholic, adventures.

The Crafting and Reception of A Rainy Day in New York

The 2019 romantic comedy, A Rainy Day in New York, was brought to life by Gravier Productions and Perdido Productions, under the distinctive vision of writer and director Woody Allen. The film boasts an impressive ensemble cast, featuring breakout star Timothée Chalamet, the effervescent Elle Fanning, pop sensation Selena Gomez, the ever-versatile Jude Law, Diego Luna, and Liev Schreiber. Running a brisk 92 minutes, the film was rated PG-13, indicating its suitability for a broad audience while touching on mature themes. Despite its star power and intricate narrative, its critical reception was notably mixed. It garnered a Metascore of 38 out of 100 and a Rotten Tomatoes score of 46%, classifying it as 'Rotten'. Audiences, however, were somewhat more receptive, with an IMDb rating of 6.4/10 from over 55,699 votes. Interestingly, despite the polarized reviews, the film did manage to secure 3 awards, a testament to specific aspects of its production or performances resonating with some critics and festival juries. As an industry insider, I recall Variety reported that, despite its star power, the film faced an uphill battle for distribution in certain markets, a challenge that likely impacted its broader visibility upon release. Here at Movie OTT, we recognize that a film's journey is rarely straightforward.

Why A Rainy Day in New York's Charm Endures for Some

Despite its lukewarm critical reception, A Rainy Day in New York holds a particular allure for fans of a certain kind of romantic comedy—one that's a bit neurotic, a bit self-indulgent, and undeniably New York. What's striking is how the film leans into its thematic keywords: infidelity, paparazzi, the casual kiss, and the ever-present rain, all serving as catalysts for Gatsby and Ashleigh's individual journeys. Elle Fanning, in particular, delivers a captivating performance as Ashleigh, whose wide-eyed enthusiasm for her interview opportunities slowly gives way to a more complicated understanding of the filmmaking world and its denizens. Chalamet, too, captures Gatsby's cynical romanticism, a young man out of time, wandering through high society gatherings and jazz clubs with a melancholy air. Honestly, it's the subtle moments of connection and misconnection that stick with you—Ashleigh's increasingly chaotic series of interviews, for instance, where her initial journalistic ambition gets wonderfully, awkwardly sidetracked by flirtatious actors and demanding directors. It’s a film that, as one user review from SWITCH. noted, might feel like a "faint, tinny echo of Allen's early masterpieces," yet it still manages to paint a picture of Manhattan's swankiest apartments and most historic hotel bars with an undeniable elegance. We've seen many films try to capture this particular New York vibe, and this one, for all its flaws, certainly makes a memorable attempt.

Where to Stream A Rainy Day in New York Today

For those eager to experience Gatsby and Ashleigh's rain-drenched escapades, A Rainy Day in New York is currently available on major OTT services. Finding where to watch your favorite films can sometimes be a puzzle, but that's precisely where platforms like Movie OTT come in handy. Our comprehensive streaming aggregator helps you pinpoint exactly which services are currently hosting this charming romantic comedy. You'll find that the film is readily accessible across various platforms, ensuring you won't have to search far to enjoy this unique take on New York romance. Simply check the 'Where to Watch' widget at the top of this page for the most up-to-date availability across all major streaming providers. It's never been easier to settle in and watch a story unfold against the backdrop of a perpetually rainy Manhattan.

Frequently asked questions

Q: What is A Rainy Day in New York about?

A Rainy Day in New York follows two young college students, Gatsby and Ashleigh, who arrive in New York City for a romantic weekend. Their plans quickly unravel when Ashleigh's opportunity to interview a famous film director leads her down an unexpected path, leaving Gatsby to navigate the city's charming, rain-soaked streets alone.

Q: Who are the main actors in A Rainy Day in New York?

The film stars Timothée Chalamet as Gatsby Welles and Elle Fanning as Ashleigh Enright. The ensemble cast also includes Selena Gomez, Jude Law, Diego Luna, and Liev Schreiber, all contributing to the movie's distinct New York flavor.

Q: What is the runtime of A Rainy Day in New York?

A Rainy Day in New York has a runtime of 92 minutes, making it a relatively concise and easy watch for a romantic comedy. It's a perfect length for a cozy evening viewing.

Q: What year was A Rainy Day in New York released?

The film was released in 2019. Despite its release, it faced some distribution challenges before finding its way to a wider audience and streaming platforms.

Final Thoughts on A Rainy Day in New York

Ultimately, A Rainy Day in New York is a film that demands a certain appreciation for its specific brand of romantic melancholy and witty dialogue. It's not a grand, sweeping romance, but rather a series of intimate, often awkward, encounters set against the iconic, rain-drenched backdrop of Manhattan. If you're drawn to stories about young couples navigating the complexities of their relationships amidst the allure of high society and the film industry, this is definitely worth your time. It’s a pleasant diversion. For fans of the cast, especially Timothée Chalamet and Elle Fanning, their performances alone make this 2019 comedy-romance a compelling watch. We at Movie OTT believe every film finds its audience, and this one certainly has its charm.

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