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5.4k voters

The Greatest Date Movies Of All Time

Updated March 1, 2021 54.3k votes 5.4k voters 233.3k views126 items

What are the best date night movies? That's a tricky question, because you've got your first date movies and your second date movies...and so on. This list of top films for date night includes a wide variety of different kinds of films that will hopefully make for an excellent evening of snuggling and discussion. Many of these films are some of the best romantic comedies of all time. These are the movies you really can't go wrong watching on date night. Vote up your favorites, vote down any you had to suffer through on bad dates and of course, rerank this list any way you want. You might also be interested in the best movies for couples.

While a list of the best date night movies will likely be dominated by romantic comedies ("rom-coms"), this list also includes some great dramas, some classic funny movies and a handful of horror movies, too. Why? Because not everybody likes Hollywood rom-coms. Sometimes you want to dig a little deeper. Good date night movie ideas can spur some interesting discussion and, in the case of horror movies, can bring you two much closer - literally.

One caveat with the date night movie choices: Please, unless you are absolutely certain your sweetie loves period movies, do not, repeat, do not make them suffer through long, sweepingly epic films like The English Patient. Yes, the movie is romantic but trust us, stick with the lighter fare. The same goes for other great epic movies like the Lord of the Rings trilogy. It's fine if your date is a huge fan, but if not? Bad idea. Also, beware the tearjerker movies. You don't want to be sitting there blubbering like a baby in front of a date when Mufasa dies in The Lion King, do you?

If you're really in doubt, go with one of these highly rewatchable movies and/or a selection from this list of the best movies of all time.

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    Forrest Gump

    Tom Hanks, Sally Field

    Released1994

    Directed byRobert Zemeckis

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    You've Got Mail

    Tom Hanks, Meg Ryan

    Released1998

    Directed byNora Ephron

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    #24 of 83 Great Movies That Take Place In Autumn#5 of 12 Movies That Were Eerily Ahead Of Their Time

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    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

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    Titanic

    Leonardo DiCaprio, Kate Winslet

    Released1997

    Directed byJames Cameron

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    Sleepless in Seattle

    Tom Hanks, Meg Ryan

    Released1993

    Directed byNora Ephron

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    #2 of 105 The Best Valentine's Day Movies#4 of 56 The Best Christmas Rom-Coms

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    10 Things I Hate About You

    Joseph Gordon-Levitt, Gabrielle Union

    Released1999

    Directed byGil Junger

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    #47 of 135 The Best Movies Based On Plays#14 of 15 Classic Teen Movies That Got Away With Not Explaining Major Things

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    The Wedding Singer

    Drew Barrymore, Adam Sandler

    Released1998

    Directed byFrank Coraci

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    The Proposal

    Sandra Bullock, Ryan Reynolds

    Released2009

    Directed byAnne Fletcher

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    #387 of 1,139 The Absolute Funniest Movies Of All Time#11 of 34 The Best Comedies About the Workplace

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    How to Lose a Guy in 10 Days

    Kate Hudson, Matthew McConaughey

    Released2003

    Directed byDonald Petrie

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    Crazy, Stupid, Love.

    Emma Stone, Julianne Moore

    Released2011

    Directed byJohn Requa, Glenn Ficarra

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    Grease

    John Travolta, Olivia Newton-John

    Released1978

    Directed byRandal Kleiser

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    Ghost

    Demi Moore, Whoopi Goldberg

    Released1990

    Directed byJerry Zucker

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    #50 of 277 The Top Tearjerker Movies That Make Men Cry#63 of 372 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

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    The Princess Bride

    Billy Crystal, Robin Wright

    Released1987

    Directed byRob Reiner

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    Sixteen Candles

    John Cusack, Molly Ringwald

    Released1984

    Directed byJohn Hughes

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    #23 of 781 The Greatest Chick Flicks Ever Made#23 of 512 The Greatest Movies Of The 1980s, Ranked

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    Lady and the Tramp

    Peggy Lee, Stan Freberg

    Released1955

    Directed byWilfred Jackson, Hamilton Luske, Clyde Geronimi

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    #25 of 533 The Best Animated Films Ever#137 of 356 The Best Musical Movies Of All Time

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    When Harry Met Sally...

    Meg Ryan, Billy Crystal

    Released1989

    Directed byRob Reiner

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    Love Actually

    Keira Knightley, Elisha Cuthbert

    Released2003

    Directed byRichard Curtis

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    #30 of 127 The Best Christmas Movies of All Time#67 of 306 The Best Ensemble Movies

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    The Notebook

    Rachel McAdams, Ryan Gosling

    Released2004

    Directed byNick Cassavetes

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    #104 of 370 The Best Movies Based On Books#47 of 246 The Best Rainy Day Movies

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    A Walk to Remember

    Shane West, Mandy Moore

    Released2002

    Directed byAdam Shankman

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    #45 of 172 The Most Utterly Depressing Movies Ever Made#43 of 95 The Best Film Adaptations Of Young Adult Novels

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    Sweet Home Alabama

    Reese Witherspoon, Matthew McConaughey

    Released2002

    Directed byAndy Tennant

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    #23 of 90 The Funniest Movies About Family#5 of 13 Other Guys From Movies Who Never Should Have Lost The Girl

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    Dirty Dancing

    Patrick Swayze, Jennifer Grey

    Released1987

    Directed byEmile Ardolino

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    #2086 of 3,110 The Greatest Albums of All-Time#45 of 206 Musical Movies With the Best Songs

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    Mr. & Mrs. Smith

    Angelina Jolie, Brad Pitt

    Released2005

    Directed byDoug Liman

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    #337 of 549 The Greatest Epic Movies Ever Made#623 of 1,506 The Most Rewatchable Movies

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    Pretty Woman

    Julia Roberts, Richard Gere

    Released1990

    Directed byGarry Marshall

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    Ever After

    Drew Barrymore, Anjelica Huston

    Released1998

    Directed byAndy Tennant

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    #16 of 77 The Very Best Fairy Tale Movies#12 of 81 The Best Period Romance Movies

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    Never Been Kissed

    Jessica Alba, Drew Barrymore

    Released1999

    Directed byRaja Gosnell

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