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Movies like Summer in the City (2016)

The best movies like Summer in the City (2016) are A Merry Christmas Wish (2022), Surprised by Love (2015) and Prom Pact (2023). If Summer in the City hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A Merry Christmas Wish (2022)

    Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  2. Surprised by Love (2015)

    The story of a young businesswoman who tries to convince her uptight parents to accept her current boyfriend and instead finds herself falling for an old high school flame.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  3. Prom Pact (2023)

    It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  4. You Cast A Spell On Me (2015)

    Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  5. Christmas at the Drive-In (2022)

    Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  6. My Favorite Wedding (2017)

    Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  7. Holiday Harmony (2022)

    A likeable and talented underdog gets momentarily sidelined from chasing her musical dreams when her van breaks down in a welcoming small town just before Christmas.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. As Luck Would Have It (2021)

    When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  9. How to Fall in Love (2012)

    An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes they are incompatible. Meanwhile, his dating lessons with his teenage crush reawaken old feelings. Not realizing the feelings are mutual, he finds himself unable to act on them due to his fear of being rejected by the one he truly loves.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  10. Her Pen Pal (2021)

    Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  11. Romance in Style (2022)

    Ella's unique designs inspire publishing mogul Derek to include plussized fashion in his magazine. It's not long before Derek realizes that Ella's influence reaches far beyond the catwalk.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  12. My Christmas Dream (2016)

    A department store manager sets out to create an amazing holiday display window to impress the owner. She asks a recently-fired employee to help her make the display, and as they work together, they start to fall in love.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  13. A Christmas Melody (2015)

    Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  14. Beauty and the Billionaire (2022)

    Addison travels with a picky billionaire as an assistant in her brother's place so he doesn't lose his job. She clashes with the billionaire until both start to see more in each other than they thought.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Worth the HypeMovies like this
  15. Christmas on Windmill Way (2023)

    Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  16. The Wrong Paris (2025)

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  17. Secret Millionaire (2018)

    When a bored millionaire (Steve Lund) is mistaken for a parking attendant by a beautiful girl (Siobhan Williams) who is protesting against his family’s intention of closing a local park, he uses the misunderstanding to get to know her better.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  18. Nostalgic Christmas (2019)

    When Anne helps her father close the family's toy store, what she finds will help inspire an entire town that is need of some Christmas cheer.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  19. The Lonely Guy (1984)

    A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  20. My Sassy Girl (2008)

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  21. Trick (1999)

    Gabriel is a young, aspiring musical composer whose life seems stuck in the First Act. When his new musical number gets a critical reception, a theatre colleague, Perry, tells Gabriel that he needs to get a life before he can write about one – so he heads straight for his local gay bar.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  22. Metropolitan (1990)

    A radical student is adopted by a group of young New Yorkers, serves as a catalyst to alter his and their lives. Gathering in a Manhattan apartment, the group of friends meet to discuss social mobility, Fourier's socialism and play bridge in their cocoon of upper-class society - until they are joined by a man with a critical view of their way of life.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  23. 200 Cigarettes (1999)

    In 1981 New York City, a collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses on New Years Eve.

    Why it matches: Similar story and style · both comedy & romance

  24. Just My Luck (2006)

    Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  25. Company (1996)

    Set in modern upper-crust Manhattan, an exploration of love and commitment as seen through the eyes of a charming perpetual bachelor questioning his single state and his enthusiastically married, slightly envious friends.

    Why it matches: Similar story and style · both comedy

  26. Love and Other Disasters (2006)

    Flighty Emily "Jacks" Jackson works for the British edition of Vogue magazine. Rather than pursue a relationship, Jacks regularly hooks up with her devoted ex-boyfriend, James Wildstone, and lives with Peter Simon, a gay screenwriter. When Jacks meets Argentinian photographer's assistant Paolo Sarmiento, she assumes he is gay and tries to bring him and Peter together, unaware that Paolo is straight and in love with her.

    Why it matches: Similar story and style · both comedy & romance

  27. The Devil Wears Prada (2006)

    A young woman from the Midwest gets more than she bargained for when she moves to New York to become a writer and ends up as the assistant to the tyrannical, larger-than-life editor-in-chief of a major fashion magazine.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Bentley's Will (2019)

    A mother and son are forced to confront a strained relationship and begin the slow journey of healing while searching for their missing dog.

    Why it matches: Similar story and style · both comedy

  29. Rent (2005)

    In New York City's gritty East Village, a group of bohemians strive for success and acceptance while enduring the obstacles of poverty, illness and the AIDS epidemic.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  30. Entrapment (1999)

    Two thieves, who travel in elegant circles, try to outsmart each other and, in the process, end up falling in love.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this

Like Summer in the City and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Summer in the City?

The closest matches to Summer in the City are A Merry Christmas Wish (2022), Surprised by Love (2015) and Prom Pact (2023). Below are 27 more, each with the reason it matches.

What should I watch after Summer in the City?

Start with A Merry Christmas Wish (2022), the closest match to Summer in the City.

What is the highest-rated movie like Summer in the City?

The Devil Wears Prada (2006), rated 7.4/10 by 14,429 TMDB users.

What is the newest movie like Summer in the City?

The Wrong Paris (2025) is the most recent release on this list.

Are there English movies like Summer in the City?

Yes: A Merry Christmas Wish (2022), Surprised by Love (2015) and Prom Pact (2023).

How are movies similar to Summer in the City chosen?

First come films that Trakt’s viewers watch alongside Summer in the City, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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