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A Rainy Day in New York (2019)

92 min · Romantic Comedy, comedy film, romance film

Popularity5/5
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23k02025-09: 13,478 views2025-10: 17,534 views2025-11: 14,400 views2025-12: 18,856 views2026-01: 19,670 views2026-02: 22,714 views2026-03: 14,865 views2026-04: 12,951 views2026-05: 10,268 views2026-06: 14,480 views2026-07: 10,927 views2026-08: 12,424 views
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2025-09 to 2026-08

A wealthy college student's romantic weekend in New York City takes an unexpected turn when his girlfriend becomes entangled with a film director.

The story

Gatsby Welles, a wealthy and eccentric student at Yardley College, travels to Manhattan with his girlfriend, Ashleigh Enright, who is there to interview an esteemed independent film director for their college newspaper. Gatsby hopes to deepen their relationship during a romantic weekend in his hometown while navigating a conflicted relationship with his parents, who are hosting a gala. However, Ashleigh's plans are disrupted when the director invites her to a private screening. Meanwhile, Gatsby finds himself in a series of chance encounters, including a request to stand in for an actor in a short film, leading to a series of romantic complications and delays.

Full plot (contains spoilers)

Gatsby Welles, a wealthy student and gambler, accompanies his girlfriend Ashleigh to Manhattan for her interview with director Roland Pollard. Ashleigh is invited to a private screening, delaying her time with Gatsby. Gatsby encounters a film student and agrees to kiss a co-star, only to discover the actress is Chan Tyrell, a former girlfriend's sister. Feeling abandoned, Gatsby joins Chan for a rainy day in the city, visiting the Metropolitan Museum of Art. Meanwhile, Ashleigh meets Ted Davidoff, Pollard's screenwriter, and later film star Francisco Vega. Gatsby, after winning a poker game, sees Ashleigh on the news with Francisco. Distraught, he hires an escort named Terry to impersonate Ashleigh at his parents' gala. During the gala, Gatsby's mother reveals she was an escort, changing his perception of her. Ashleigh eventually leaves Francisco's apartment after his girlfriend arrives. The next morning, Gatsby and Ashleigh realize their incompatibility during a carriage ride. Gatsby ends the relationship and later meets Chan in the rain at the Delacorte Clock, where they kiss.

First release year
2019
Runtime (minutes)
92
Production countries
United States
Original languages
English
Directors
Woody Allen
Writers
Woody Allen · writer; Woody Allen · director
Cast and characters
Timothée Chalamet · Gatsby Welles; Elle Fanning · Ashleigh Enright; Selena Gomez; Jude Law; Diego Luna; Liev Schreiber · Roland Pollard
Genres
romantic comedy
Themes
Incompatibility; Family secrets; Artistic crisis
Tone and mood
Romantic; Melancholic
Premise and plot tags
Romantic Comedy; Film Industry; Journalism
Reception
The film received generally mixed reviews from critics, with some praising the performances and others criticizing the screenplay as derivative.
Reported review scores
Metacritic · score: 38 · scale: 100 · review count: 18
Production trivia
The film was the first by Woody Allen to obtain a total theatrical release in China.; The film grossed over $330,000 in South Korea during the weekend of May 8–10, 2020, becoming the highest-grossing film globally during that week.; The film was completed in 2018 but was shelved by Amazon Studios following the Me Too movement.
Catalogue themes and tags

Couple, New York

Film metadata comes from the open sources listed in Credits & Contact. Catalogue details may be incomplete.

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