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Movies like The Long Road to June (2025)

The best movies like The Long Road to June (2025) are The Best You Can (2025), Why Did I Get Married Again? (2026) and Bunny and the Bull (2009). If The Long Road to June hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

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

    Worth the HypeMovies like this
  2. Why Did I Get Married Again? (2026)

    The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"

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

    Popcorn FlickMovies like this
  3. Bunny and the Bull (2009)

    A young shut-in takes an imaginary road trip inside his apartment, based on mementos and memories of a European trek from years before.

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

    Popcorn FlickMovies like this
  4. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

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

    Popcorn FlickMovies like this
  5. Love Accidentally (2022)

    Alexa and Jason are competing for a position at an advertising firm when their partners break up with them. Alexa mistakenly texts Jason, and they start a phone-only relationship. When they meet and the truth comes out, will true love prevail?

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

    Popcorn FlickMovies like this
  6. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

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

  7. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

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

    Popcorn FlickMovies like this
  8. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

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

  9. XX/XY (2002)

    Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

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

    Popcorn FlickMovies like this
  10. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

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

  11. Extracurricular Activities (2019)

    The outrageous life of Reagan Collins, a model high school student with a "killer" after-school job that involves arranging “accidents” for his classmates' parents. When seasoned police detective Cliff Dawkins starts putting the pieces together, it's a battle of wits to see if Reagan can keep business booming.

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

    Popcorn FlickMovies like this
  12. Numb (2007)

    Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

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

  13. Love & Sex (2000)

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

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

    Popcorn FlickMovies like this
  14. Danny Deckchair (2003)

    An unappreciated laborer's patience reaches breaking point when his girlfriend cancels a romantic holiday. Making light of the situation, he decides to tie hundreds of helium balloons to a chair in an outlandish bid to float to a new life.

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

    Popcorn FlickMovies like this
  15. Irreplaceable You (2018)

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

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

    Worth the HypeMovies like this
  16. Jack Goes Boating (2010)

    A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.

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

    Popcorn FlickMovies like this
  17. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

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

    Popcorn FlickMovies like this
  18. St. Elmo's Fire (1985)

    Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist Kevin, drama queen Jules, lovesick waiter Kirby, and Wendy, a social worker with a heart of gold--realise the party is over. And as the burdens of maturity close in on the young dreamers, the complexities of adulthood and the daily struggle of growing up put their sacred friendship to the test. But everyone knows life is not a bed of roses. It won't be easy, but when all is said and done, what will it take for St. Elmo's clique to find its place in the real world?

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

    Popcorn FlickMovies like this
  19. Nothing Like the Holidays (2008)

    It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.

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

    Popcorn FlickMovies like this
  20. Oh, Ramona! (2019)

    Oh, Ramona! seeks the transformation of Andrew from a teenager into an adult who lives candidly and selflessly his first love story, innocent and uninvolved, alternating with the second, intense and insane story, incapable of making a choice.

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

  21. Mystic Pizza (1988)

    Three teenage girls come of age while working at a pizza parlor in Mystic, Connecticut.

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

    Popcorn FlickMovies like this
  22. A Walk to Remember (2002)

    When the popular, restless Landon Carter is forced to participate in the school drama production, he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life, as well as a very big secret she must keep from Landon.

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

    Worth the HypeMovies like this
  23. Raspberry Magic (2010)

    An eleven-year-old science enthusiast turns her raspberry-growing project into an emotional mission to reunite her family after her father leaves and her mother falls into depression.

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

  24. Empire Waist (2024)

    Lenore Miller’s size has always earned her teases and jeers in her school’s hallways, but this clothes-loving teenager is about to set the world on fire with her own line of inclusive fashion designs.

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

    Worth the HypeMovies like this
  25. Wonder Boys (2000)

    Grady is a 50-ish English professor who hasn't had a thing published in years—not since he wrote his award winning 'Great American Novel' 7 years ago. This weekend proves even worse than he could imagine as he finds himself reeling from one misadventure to another in the company of a new wonder boy author.

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

    Popcorn FlickMovies like this
  26. Human Traffic (1999)

    For Jip, Lulu, Koop, Nina, and Moff, the dead-end jobs they endure during the week just kill the time until Friday night. That's when they cut very loose and get on the rollercoaster ride that takes them right through to Monday morning.

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

    Popcorn FlickMovies like this
  27. Léolo (1992)

    The story of an imaginative boy who pretends he is the child of a sperm-laden Sicilian tomato upon which his mother accidentally fell.

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

    Worth the HypeMovies like this
  28. Daydream (2026)

    A young adult recounts childhood memories involving his 6th grade teacher and the lessons she taught, particularly her unconventional assignment: to daydream.

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

  29. Cinema Paradiso (1988)

    A filmmaker recalls his childhood, when he fell in love with the movies at his village's theater and formed a deep friendship with the theater's projectionist.

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

    Absolute CinemaMovies like this
  30. Soft Side (2025)

    Angry and brooding school drop-out, Hunter Hall, spends his nights driving and picking fights when an estranged family member suddenly causes him to question his lifestyle.

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

Like The Long Road to June and something else?

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

Frequently asked questions

What are the best movies like The Long Road to June?

The closest matches to The Long Road to June are The Best You Can (2025), Why Did I Get Married Again? (2026) and Bunny and the Bull (2009). Below are 27 more, each with the reason it matches.

What should I watch after The Long Road to June?

Start with The Best You Can (2025), the closest match to The Long Road to June.

What is the highest-rated movie like The Long Road to June?

Cinema Paradiso (1988), rated 8.4/10 by 5,053 TMDB users.

What is the newest movie like The Long Road to June?

Why Did I Get Married Again? (2026) is the most recent release on this list.

Are there English movies like The Long Road to June?

Yes: The Best You Can (2025), Why Did I Get Married Again? (2026) and Bunny and the Bull (2009).

How are movies similar to The Long Road to June chosen?

First come films that Trakt’s viewers watch alongside The Long Road to June, 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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