MOVIEPAD
Search icon

Movies Like How, When, and with Whom

If you liked How, When, and with Whom (1969), a romance movie directed by Antonio Pietrangeli, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1The Matchmaker's Playbook

    The Matchmaker's Playbook (2018)

    ★ 7.1/10Also romance

    After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But…

  2. 2It Was Always You

    It Was Always You (2021)

    ★ 7.3/10Also romance

    Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.

  3. 3Safe Haven

    Safe Haven (2013)

    ★ 7.2/10Also romance

    A young woman with a mysterious past lands in Southport, North Carolina where her bond with a widower forces her to confront the dark secret that haunts her.

  4. 4A Godwink Christmas: Meant For Love

    A Godwink Christmas: Meant For Love (2019)

    ★ 7.1/10Also romance

    Multiple coincidences and a chance meeting bring together Alice and Jack, two strangers from very different family backgrounds, for an unexpected Christmastime courtship filled with personal revelations, misread…

  5. 5Gabriel's Rapture: Part I

    Gabriel's Rapture: Part I (2021)

    ★ 7.8/10Also romance

    In the fourth instalment of the Gabriel's Inferno series, Professor Gabriel Emerson has embarked on a passionate, yet clandestine affair with his former student Julia Mitchell, but when they return from their romantic…

  6. 6A Little Christmas Charm

    A Little Christmas Charm (2020)

    ★ 6.9/10Also romance

    Holly, a jewelry designer finds a lost charm bracelet and teams up with investigative reporter Greg in hopes of finding the owner and returning it by Christmas Eve.

  7. 7Paris, Wine & Romance

    Paris, Wine & Romance (2019)

    ★ 6.9/10Also romance

    Isabella is the ambitious new owner of her family’s Oregon winery whose dream of becoming world-renowned takes a big step forward when she enters a prestigious wine competition in Paris. Upon arrival, Isabella meets…

  8. 8Gabriel's Rapture: Part III

    Gabriel's Rapture: Part III (2022)

    ★ 7.9/10Also romance

    In the sixth installment of the Gabriel's Inferno series, Julia deals with the aftermath of Gabriel's departure, while Gabriel goes on a journey of self-discovery. Will they reunite and be able to repair what is broken?

  9. 9Not Cinderella's Type

    Not Cinderella's Type (2018)

    ★ 6.8/10Also romance

    Indy lives with her aunt and uncle and believes her life is fine until an accident brings a new guy into her life. Bryant Bailey is not Indy's type - she's never been into guys like him. But then again, she's never…

  10. 10A Gift to Remember

    A Gift to Remember (2017)

    ★ 6/10Also romance

    After colliding with a pedestrian on her bicycle who loses his memory following the accident, Darcy Archer becomes determined to help the handsome guy figure out who he is. In the process, she finds out a lot more…

  11. 11Sisters of the Groom

    Sisters of the Groom (2017)

    ★ 6.5/10Also romance

    When Sarah needs to impress a corporate bigwig in order to help her sister's catering business, she finds herself agreeing to be his son’s pretend date to a family wedding

  12. 12Rome in Love

    Rome in Love (2019)

    ★ 6.3/10Also romance

    An unknown actress lands the role of a lifetime in Rome. Paired with an American journalist writing a profile, she will discover surprises about love and life in the eternal city.

  13. 13A Royal Christmas

    A Royal Christmas (2014)

    ★ 6.7/10Also romance

    A young working girl with a blue-collar background is surprised when her new fiancé announces he is actually a prince of a small sovereign country in Europe. After the couple quickly takes off to spend the holidays at…

  14. 14Christmas Made to Order

    Christmas Made to Order (2018)

    ★ 6.1/10Also romance

    When architect and Christmas amateur Steven finds himself hosting his family for Christmas, he recruits holiday coordinator Gretchen to bring holiday joy to his home. Gretchen’s expert Christmas spirit brings Steven’s…

  15. 15The Laughing Woman

    The Laughing Woman (1969)

    ★ 6.7/10Also romance

    Beautiful PR woman, Maria finds herself trapped in the home of the sinister and troubled Dr. Sayer, where she is subjected to a series of increasingly bizarre, terrifying, and degrading sex games. Sayer admits that he…

  16. 16Gabriel's Rapture: Part II

    Gabriel's Rapture: Part II (2022)

    ★ 8.1/10Also romance

    In the fifth installment of the Gabriel's Inferno series, Gabriel and Julia’s happiness is threatened by a conspiring student and academic politics. When Gabriel is confronted by the university administration, will he…

  17. 17Holiday Date

    Holiday Date (2019)

    ★ 6.5/10Also romance

    When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

  18. 18June and John

    June and John (2025)

    ★ 6.1/10Also romance

    John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his…

  19. 19Valentine in the Vineyard

    Valentine in the Vineyard (2019)

    ★ 6.1/10Also romance

    As partners in life and professional winemaking, Frankie Baldwin and Nate DeLuca have different personality types and styles. They’ve just gotten engaged when Frankie’s cousin Lexi and Nate’s brother Marco spring the…

  20. 20Chateau Christmas

    Chateau Christmas (2020)

    ★ 6.1/10Also romance

    Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.

← Back to How, When, and with Whom