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Date night on HBO Max: movies and shows for two

Right now the best date-night picks on HBO Max in the United States are Modern Times (1936), Singin' in the Rain (1952) and Love, Simon (2018). This is the top 25 streaming there today, ranked by how well rated each one is, how many people have rated it, and what people are watching now.

Romance and sharp comedies, and series with a love story at the heart of them: none of them horror or kids' fare.

Updated November 12, 2026 · streaming in the United States

Pick three for meAllFilmsSeries

  1. 1. Modern Times1936

    Film · 1h 27mComedy, Drama, Romance★ 8.3

    A bumbling tramp desires to build a home with a young woman, yet is thwarted time and time again by his lack of experience and habit of being in the wrong place at the wrong time...

    Stream onPrime VideoHBO MaxYouTube TVCriterion Channel+4

  2. 2. Singin' in the Rain1952

    Film · 1h 43mComedy, Romance★ 8.1

    In 1927 Hollywood, a silent film star falls for a chorus girl just as he and his paranoid screen partner struggle to make the difficult transition to talking pictures.

    Stream onHBO Max

  3. 3. Love, Simon2018

    Film · 1h 50mComedy, Drama, Romance★ 8.0

    Everyone deserves a great love story, but for 17-year-old Simon Spier, it's a little more complicated. He hasn't told his family or friends that he's gay, and he doesn't know the identity of the anonymous classmate that he's fallen for…

    Stream onHBO MaxCinemax

  4. 4. Casablanca1943

    Film · 1h 42mDrama, Romance★ 8.1

    In Casablanca, Morocco in December 1941, a cynical American expatriate meets a former lover, with unforeseen complications.

    Stream onHBO Max

  5. 5. City Lights1931

    Film · 1h 27mComedy, Drama, Romance★ 8.2

    A tramp falls in love with a beautiful blind flower girl. His on-and-off friendship with a wealthy man allows him to be the girl's benefactor and suitor.

    Stream onPrime VideoHBO MaxHoopla (free)Fawesome (free)+3

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  7. 6. Sing Street2016

    Film · 1h 45mRomance, Drama, Music★ 7.9

    A boy growing up in Dublin during the 1980s escapes his strained family life by starting a band to impress the mysterious girl he likes.

    Stream onHBO MaxStarz

  8. 7. Portrait of a Lady on Fire2019

    Film · 2h 1mDrama, Romance★ 8.1

    On an isolated island in Brittany at the end of the eighteenth century, a female painter is obliged to paint a wedding portrait of a young woman.

    Stream onHBO MaxKanopy (free)

  9. 8. True Beauty2020

    Series · 1 seasonComedy, Drama★ 8.3

    After being bullied and discriminated because of her ugly looks, a high school girl transforms herself into a gorgeous "goddess" and quickly rises to fame after mastering the art of makeup via online tutorial videos.

    Stream onNetflixHBO MaxRakuten VikiTencent Video+1

  10. 9. In the Mood for Love2000

    Film · 1h 39mDrama, Romance★ 8.1

    In 1960s Hong Kong, two neighbors form an intimate bond after making a discovery about their spouses in this visually stunning tale of unrequited love.

    Stream onHBO MaxShout! Factory TV (free)

  11. 10. Chungking Express1994

    Film · 1h 42mDrama, Comedy, Romance★ 8.0

    Two melancholic Hong Kong policemen fall in love: one with a mysterious underworld figure, the other with a beautiful and ethereal server at a late-night restaurant.

    Stream onHBO Max

  12. 11. Heated Rivalry2025

    Series · 1 seasonDrama★ 8.7

    Two of the biggest stars in Major League Hockey are bound by ambition, rivalry, and a magnetic pull neither of them fully understands.

    Stream onHBO Max

  13. 12. The Invite2026

    Film · 1h 47mComedy, Drama, Romance★ 7.2

    Joe and Angela's marriage is on thin ice. When they invite their enigmatic upstairs neighbors for a dinner party, the night spirals into unexpected places. Have they reignited the spark or lit the match that burns it all down?

    Stream onHBO Max

  14. 13. Crazy, Stupid, Love.2011

    Film · 1h 58mComedy, Drama, Romance★ 7.3

    Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily.

    Stream onHBO MaxCinemax

  15. 14. The Shop Around the Corner1940

    Film · 1h 39mComedy, Drama, Romance★ 8.1

    Two employees at a gift shop can barely stand one another, without realising that they are falling in love through the post as each other's anonymous pen pal.

    Stream onHBO Max

  16. 15. The Drama2026

    Film · 1h 45mRomance, Comedy, Drama★ 6.9

    A happily engaged couple is put to the test when an unexpected turn sends their wedding week off the rails.

    Stream onHBO Max

  17. 16. The Circus1928

    Film · 1h 12mComedy, Drama, Romance★ 7.9

    Charlie, a wandering tramp, becomes a circus handyman - soon the star of the show - and falls in love with the circus owner's stepdaughter.

    Stream onPrime VideoHBO MaxCriterion ChannelFlixFling+5

  18. 17. Limelight1952

    Film · 2h 17mRomance, Drama, Comedy★ 7.9

    A fading music hall comedian tries to help a despondent ballet dancer learn to walk and to again feel confident about life.

    Stream onHBO MaxKanopy (free)

  19. 18. The Kid1921

    Film · 1h 8mComedy, Drama★ 8.1

    A tramp cares for a boy after he's abandoned as a newborn by his mother. Later the mother has a change of heart and aches to be reunited with her son.

    Stream onfuboTVHBO MaxMGM+Philo+13

  20. 19. Deadpool 22018

    Film · 2h 0mAction, Comedy, Adventure★ 7.5

    Wisecracking mercenary Deadpool battles the evil and powerful Cable and other bad guys to save a boy's life.

    Stream onDisney+HBO Max

  21. 20. Three Colors: Red1994

    Film · 1h 40mDrama, Mystery, Romance★ 7.9

    Part-time model Valentine unexpectedly befriends a retired judge after she runs over his dog. At first, the grumpy man shows no concern about the dog, and Valentine decides to keep it.

    Stream onHBO MaxCriterion ChannelTCM

  22. 21. The Red Shoes1948

    Film · 2h 13mDrama, Romance★ 8.0

    A fledgling ballerina falls in love with a brilliant composer, but the jealous head of the ballet company plots to drive them apart.

    Stream onHBO MaxRoku Channel (free)Pluto TV (free)Shout! Factory TV (free)+3

  23. 22. The Suicide Squad2021

    Film · 2h 12mAction, Comedy, Adventure★ 7.4

    Supervillains Harley Quinn, Bloodsport, Peacemaker and a collection of nutty cons at Belle Reve prison join the super-secret, super-shady Task Force X as they are dropped off at the remote, enemy-infused island of Corto Maltese.

    Stream onHBO MaxYouTube TVTNTTBS+1

  24. 23. True Blood2008

    Series · 7 seasonsSci-Fi & Fantasy, Drama, Mystery★ 7.6

    Thanks to a Japanese scientist's invention of synthetic blood, vampires have progressed overnight from legendary monsters to fellow citizens.

    Stream onHuluHBO Max

  25. 24. We Are Who We Are2020

    Series · 1 seasonDrama★ 7.7

    Two American kids who live on a U.S. military base in Italy explore friendship, first love, identity, and all the messy exhilaration and anguish of being a teenager.

    Stream onHBO Max

  26. 25. Mildred Pierce2011

    Series · 1 seasonDrama★ 7.0

    Mildred Pierce depicts an overprotective, self-sacrificing mother during the Great Depression who finds herself separated from her husband, opening a restaurant of her own and falling in love with a man, all the while trying to earn her…

    Stream onHBO Max

Questions

What are the best date-night picks on HBO Max right now?
In the United States, as of November 12, 2026: Modern Times (1936), rated 8.3 out of 10 on TMDB, then Singin' in the Rain and Love, Simon.
How is this list made?
Watchwalla asks TMDB for everything of this kind that streams in your country today, ranks it by rating (pulled toward the middle until enough people have rated a title), with a nudge for what's new and what people are watching now, and refreshes the list every day. Streaming availability comes from JustWatch, through TMDB.
Can it pick something for me?
Yes. The picker at watchwalla.com/tonight asks who's watching, how much time you have and what you're in the mood for, and gives three picks streaming where you are. Sign in and every title also gets a match score for your own taste.

More to choose from