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Movies like Bittersweet (2020)

The best movies like Bittersweet (2020) are Madea Goes to Jail - The Play (2006), It Runs in the Family (2003) and Mrs Palfrey at The Claremont (2005). If Bittersweet hooked you with its drama and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Madea Goes to Jail - The Play (2006)

    Madea returns in another hilarious story in which she gets sent to the big house. But regardless of the circumstances, she gives her trademark advice and wisdom to her friends and family as they learn the importance of letting go, moving on, and forgiveness.

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

    Worth the HypeMovies like this
  2. It Runs in the Family (2003)

    This is the story of a dysfunctional New York family, and their attempts to reconcile

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

    Popcorn FlickMovies like this
  3. Mrs Palfrey at The Claremont (2005)

    All but abandoned by her family in a London retirement hotel, an elderly woman strikes up a curious friendship with a young writer.

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

    Popcorn FlickMovies like this
  4. The Good Half (2024)

    Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.

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

    Popcorn FlickMovies like this
  5. Don't Think Twice (2016)

    An improv group deals with several crises, including the loss of their lease and one member hitting the big time.

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

    Popcorn FlickMovies like this
  6. Mr. Morgan's Last Love (2013)

    A widowed professor living in Paris develops a special relationship with a younger French woman.

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

    Popcorn FlickMovies like this
  7. Nobody's Fool (1994)

    A rascally man nearing retirement juggles a workers' compensation suit while secretly working for his nemesis and flirting with his nemesis' young wife. As his estranged son returns, he faces new family responsibilities, while a banker plots to evict him from his home.

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

    Popcorn FlickMovies like this
  8. Free Rein: The Twelve Neighs of Christmas (2018)

    As Bright Fields preps for its Mistletoe Ball, a broken ornament leads Zoe to a family secret, while Gaby finds herself at the mercy of new boss Mia.

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

    Popcorn FlickMovies like this
  9. Best Man Down (2012)

    A newlywed couple cancels their honeymoon and returns to the snowy Midwest to make the funeral arrangements for their best man, who died unexpectedly after their ceremony.

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

    Popcorn FlickMovies like this
  10. Where the Money Is (2000)

    Henry Manning has come up with a new way to break out of prison: fake a stroke and get transferred to a nursing home. It's a perfect plan, except for one thing: the woman assigned to take care of him at the nursing home, Carol Ann McKay, has a plan of her own.

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

  11. Afterlife of the Party (2021)

    A social butterfly who dies during her birthday week is given a second chance to right her wrongs on Earth.

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

    Popcorn FlickMovies like this
  12. Better Living Through Chemistry (2014)

    A straight-laced pharmacist's uneventful life spirals out of control when he starts an affair with a trophy wife customer who takes him on a joyride involving sex, drugs and possibly murder.

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

  13. Three Wise Men and a Baby (2022)

    Three brothers get the surprise of their lives when they are forced to work together to care for a baby over the holidays. As they slowly get the hang of things, they find themselves on unexpected journeys of self-discovery and begin to rebuild their relationships as brothers, as well as the damaged romantic and professional relationships in their respective lives…all while rediscovering their love of Christmas.

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

    Worth the HypeMovies like this
  14. Swimming with Men (2018)

    A man who is suffering a mid-life crisis finds new meaning in his life as part of an all-male, middle-aged, amateur synchronised swimming team.

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

    Popcorn FlickMovies like this
  15. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Hard Luck (1921)

    A down on his luck young man makes several attempts at committing suicide but fails them too. He then finds himself becoming more confident through a series of petty adventures, to such an extent that this becomes his undoing.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Eleanor the Great (2025)

    94-year-old Eleanor Morgenstein tries to rebuild her life after the death of her best friend. As a result, she moves back to New York City after living in Florida for decades.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  18. Perfect Day (1929)

    Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and grouchy, gout-ridden Uncle Edgar.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Fast Girls (2012)

    A street smart runner develops an intense rivalry with an equally ambitious wealthy young athlete.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  20. Here (2024)

    An odyssey through time and memory, centered on a place in New Jersey where—from wilderness, and then, later, from a home—love, loss, struggle, hope and legacy play out between couples and families over generations.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  21. Memories to Choke On, Drinks to Wash Them Down (2019)

    This anthology film, whose Chinese title begins with a romantic name for human excrement, premiered internationally at Rotterdam and won Best Screenplay from the Hong Kong Film Critics Society. A variety of Hong Kong people wrestle with nostalgia when facing an uncertain future. Their stories give way to a documentary featuring a young barista turned political candidate.

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

  22. What Did Deborah Do? (2023)

    After her most recent stint in a mental institution puts her on the path to self discovery, Deborah, a young screenwriter, is released and seeks closure for the incident while squeezing in a few more delusional antics along the way.

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

  23. Família em Construção (2025)

    In the disciplined world of boxing, Fabiana maintains order as a referee, but her life takes an unexpected turn when she decides to adopt Dudu, a troubled 12-year-old boy. To get out of this, she must reconnect with his father, a frustrated actor. While society favors “perfect” mothers, fathers and children, this unlikely trio faces challenges and discovers that family is much more than an ideal model.

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

  24. Slope (2020)

    Living in a village full of slopes can drive you mad. Those who have climbed them in the old-fashioned way are fully aware of that. What they don’t know is that their souls might have stuck around.

    Why it matches: Similar story and style · both drama

  25. The Punisher: One Last Kill (2026)

    As Frank Castle searches for meaning beyond revenge, an unexpected force pulls him back into the fight.

    Why it matches: Similar story and style · both drama

    Absolute CinemaMovies like this
  26. Through the Modern Looking Glass (2023)

    Through the Modern Looking Glass showcases the different forms and causes of depression. Online these characters look like they have it all, but in reality they're struggling with issues of their own. Things are not always what they seem..

    Why it matches: Similar story and style · both drama

  27. Massacre Academy (2022)

    College athlete Kris McNeil, one of the only survivors of a series of murders committed two years prior at the hands of a masked slasher known as Carnie the Killer Clown. As the two year anniversary approaches, a new murder spree begins.

    Why it matches: Similar story and style · both comedy

  28. The Normal Spaces (2024)

    A lonely day in the life of someone who feels like simply an extension of the spaces they inhabit. They are hit with the dreadful isolation that exists as a result.

    Why it matches: Similar story and style · both drama

  29. Alice, Darling (2022)

    Pushed to the breaking point by Simon, her psychologically abusive boyfriend, Alice becomes an unwitting participant in an intervention staged by her two closest friends while on vacation. As she rediscovers the essence of herself and gains some much-needed perspective, she slowly starts to fray the cords of codependency that bind her. However, Simon's vengeance is as inevitable as it is shattering, and once unleashed, it tests her strength, her courage, and the bonds of deep-rooted friendships.

    Why it matches: Similar story and style · both drama

  30. If You had Stayed (2026)

    After a tragic choice leads him to the brink, a disillusioned artist named Michael awakens on a mysterious beach. a liminal space where lost souls come to confront their pasts. Guided by Bob, a charismatic yet enigmatic caretaker, Michael embarks on a surreal journey through the pivotal moments of his life: love, heartbreak, and devastating loss. As he confronts hidden truths and unspoken regrets, Michael is faced with one profound question: Was it worth it, and what would life be like if he had stayed?

    Why it matches: Similar story and style · both drama

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Frequently asked questions

What are the best movies like Bittersweet?

The closest matches to Bittersweet are Madea Goes to Jail - The Play (2006), It Runs in the Family (2003) and Mrs Palfrey at The Claremont (2005). Below are 27 more, each with the reason it matches.

What should I watch after Bittersweet?

Start with Madea Goes to Jail - The Play (2006), the closest match to Bittersweet.

What is the highest-rated movie like Bittersweet?

The Punisher: One Last Kill (2026), rated 8.2/10 by 2,401 TMDB users.

What is the newest movie like Bittersweet?

If You had Stayed (2026) is the most recent release on this list.

Are there English movies like Bittersweet?

Yes: Madea Goes to Jail - The Play (2006), It Runs in the Family (2003) and Mrs Palfrey at The Claremont (2005).

How are movies similar to Bittersweet chosen?

First come films that Trakt’s viewers watch alongside Bittersweet, 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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