films The Greatest Date Movies of All Time  

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What are the best date 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. And, if your favorite date night film is missing, add it!

While a list of the best date 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. A great date night movie 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 me, 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.
list ordered by

1
+ - 471 168
Sleepless in Seattle is listed (or ranked) 1 on the list The Greatest Date Movies of All Time
Sleepless in Seattle Tom Hanks, Meg Ryan, Rosie O'Donnell

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2
+ - 606 105
Forrest Gump is listed (or ranked) 2 on the list The Greatest Date Movies of All Time
Forrest Gump Tom Hanks, Kurt Russell, Sally Field

3
+ - 538 148
You've Got Mail is listed (or ranked) 3 on the list The Greatest Date Movies of All Time
You've Got Mail Tom Hanks, Meg Ryan, Sara Ramirez

4
+ - 379 345
Dirty Dancing is listed (or ranked) 4 on the list The Greatest Date Movies of All Time
Dirty Dancing Patrick Swayze, Jennifer Grey, Jerry Orbach

5
+ - 448 354
Pretty Woman is listed (or ranked) 5 on the list The Greatest Date Movies of All Time
Pretty Woman Julia Roberts, Richard Gere, Hank Azaria

6
+ - 379 489
Notting Hill is listed (or ranked) 6 on the list The Greatest Date Movies of All Time
Notting Hill Julia Roberts, Alec Baldwin, Mischa Barton

7
+ - 311 223
When Harry Met Sally... is listed (or ranked) 7 on the list The Greatest Date Movies of All Time
When Harry Met Sally... Meg Ryan, Billy Crystal, Carrie Fisher

8
+ - 256 287
Casablanca is listed (or ranked) 8 on the list The Greatest Date Movies of All Time
Casablanca Ingrid Bergman, Humphrey Bogart, Peter Lorre

9
+ - 350 239
Love Actually is listed (or ranked) 9 on the list The Greatest Date Movies of All Time
Love Actually Keira Knightley, Elisha Cuthbert, Liam Neeson

10
+ - 465 265
The Notebook is listed (or ranked) 10 on the list The Greatest Date Movies of All Time
The Notebook Rachel McAdams, Ryan Gosling, James Garner

11
+ - 351 213
The Princess Bride is listed (or ranked) 11 on the list The Greatest Date Movies of All Time
The Princess Bride Billy Crystal, Robin Wright, André the Giant

12
+ - 270 204
Ghost is listed (or ranked) 12 on the list The Greatest Date Movies of All Time
Ghost Demi Moore, Whoopi Goldberg, Patrick Swayze

13
+ - 271 207
Grease is listed (or ranked) 13 on the list The Greatest Date Movies of All Time
Grease John Travolta, Olivia Newton-John, Stockard Channing

14
+ - 155 238
Chocolat is listed (or ranked) 14 on the list The Greatest Date Movies of All Time
Chocolat Johnny Depp, Judi Dench, Alfred Molina

15
+ - 135 195
An Affair to Remember is listed (or ranked) 15 on the list The Greatest Date Movies of All Time
An Affair to Remember Cary Grant, Deborah Kerr, Richard Denning

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16
+ - 320 130
10 Things I Hate About You is listed (or ranked) 16 on the list The Greatest Date Movies of All Time
10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

17
+ - 250 209
My Best Friend's Wedding is listed (or ranked) 17 on the list The Greatest Date Movies of All Time
My Best Friend's Wedding Cameron Diaz, Julia Roberts, Paul Giamatti

18
+ - 197 156
Serendipity is listed (or ranked) 18 on the list The Greatest Date Movies of All Time
Serendipity Kate Beckinsale, John Cusack, Bridget Moynahan

19
+ - 160 213
Eternal Sunshine of the Spotle... is listed (or ranked) 19 on the list The Greatest Date Movies of All Time
Eternal Sunshine of the Spotless Mind Kate Winslet, Kirsten Dunst, Jim Carrey

20
+ - 342 183
50 First Dates is listed (or ranked) 20 on the list The Greatest Date Movies of All Time
50 First Dates Drew Barrymore, Adam Sandler, Dan Aykroyd

21
+ - 157 121
Pretty in Pink is listed (or ranked) 21 on the list The Greatest Date Movies of All Time
Pretty in Pink James Spader, Gina Gershon, Molly Ringwald

22
+ - 209 129
Sixteen Candles is listed (or ranked) 22 on the list The Greatest Date Movies of All Time
Sixteen Candles John Cusack, Molly Ringwald, Joan Cusack

23
+ - 255 169
Crazy, Stupid, Love. is listed (or ranked) 23 on the list The Greatest Date Movies of All Time
Crazy, Stupid, Love. Emma Stone, Julianne Moore, Ryan Gosling

24
+ - 286 134
The Proposal is listed (or ranked) 24 on the list The Greatest Date Movies of All Time
The Proposal Sandra Bullock, Ryan Reynolds, Betty White

25
+ - 245 160
A Walk to Remember is listed (or ranked) 25 on the list The Greatest Date Movies of All Time
A Walk to Remember Mandy Moore, Marisa Miller, Daryl Hannah

26
+ - 207 177
Pride & Prejudice is listed (or ranked) 26 on the list The Greatest Date Movies of All Time
Pride & Prejudice Keira Knightley, Carey Mulligan, Judi Dench

27
+ - 258 123
How to Lose a Guy in 10 Days is listed (or ranked) 27 on the list The Greatest Date Movies of All Time
How to Lose a Guy in 10 Days Kate Hudson, Matthew McConaughey, Bebe Neuwirth

28
+ - 176 97
Titanic is listed (or ranked) 28 on the list The Greatest Date Movies of All Time
Titanic Leonardo DiCaprio, Kate Winslet, Kathy Bates

29
+ - 215 153
The Wedding Singer is listed (or ranked) 29 on the list The Greatest Date Movies of All Time
The Wedding Singer Drew Barrymore, Adam Sandler, Steve Buscemi

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30
+ - 128 76
The Holiday is listed (or ranked) 30 on the list The Greatest Date Movies of All Time
The Holiday Lindsay Lohan, Cameron Diaz, Kate Winslet

31
+ - 106 45
Sweet Home Alabama is listed (or ranked) 31 on the list The Greatest Date Movies of All Time
Sweet Home Alabama Reese Witherspoon, Matthew McConaughey, Dakota Fanning

32
+ - 157 167
(500) Days of Summer is listed (or ranked) 32 on the list The Greatest Date Movies of All Time
(500) Days of Summer Zooey Deschanel, Minka Kelly, Chloë Grace Moretz

33
+ - 177 143
Mr. & Mrs. Smith is listed (or ranked) 33 on the list The Greatest Date Movies of All Time
Mr. & Mrs. Smith Angelina Jolie, Brad Pitt, Jennifer Morrison

34
+ - 160 144
Jerry Maguire is listed (or ranked) 34 on the list The Greatest Date Movies of All Time
Jerry Maguire Tom Cruise, Lucy Liu, Renée Zellweger

35
+ - 126 147
Sense and Sensibility is listed (or ranked) 35 on the list The Greatest Date Movies of All Time
Sense and Sensibility Kate Winslet, Hugh Laurie, Emma Thompson

36
+ - 103 50
Never Been Kissed is listed (or ranked) 36 on the list The Greatest Date Movies of All Time
Never Been Kissed Jessica Alba, Drew Barrymore, James Franco

37
+ - 151 122
Say Anything... is listed (or ranked) 37 on the list The Greatest Date Movies of All Time
Say Anything... John Cusack, Jeremy Piven, Joan Cusack

38
+ - 97 65
Pitch Perfect is listed (or ranked) 38 on the list The Greatest Date Movies of All Time
Pitch Perfect Anna Kendrick, Elizabeth Banks, Brittany Snow

39
+ - 109 51
Lady and the Tramp is listed (or ranked) 39 on the list The Greatest Date Movies of All Time
Lady and the Tramp Peggy Lee, Stan Freberg, Dallas McKennon

40
+ - 81 66
Four Weddings and a Funeral is listed (or ranked) 40 on the list The Greatest Date Movies of All Time
Four Weddings and a Funeral Hugh Grant, Andie MacDowell, Rowan Atkinson

41
+ - 107 76
Overboard is listed (or ranked) 41 on the list The Greatest Date Movies of All Time
Overboard Goldie Hawn, Kurt Russell, Roddy McDowall

42
+ - 77 49
Moulin Rouge! is listed (or ranked) 42 on the list The Greatest Date Movies of All Time
Moulin Rouge! Nicole Kidman, Ozzy Osbourne, Kylie Minogue

43
+ - 132 117
The American President is listed (or ranked) 43 on the list The Greatest Date Movies of All Time
The American President Annette Bening, Michael J. Fox, Michael Douglas

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44
+ - 104 93
Romancing the Stone is listed (or ranked) 44 on the list The Greatest Date Movies of All Time
Romancing the Stone Kathleen Turner, Danny DeVito, Michael Douglas

45
+ - 72 56
Spider-Man is listed (or ranked) 45 on the list The Greatest Date Movies of All Time
Spider-Man Kirsten Dunst, Elizabeth Banks, James Franco

46
+ - 150 119
The Vow is listed (or ranked) 46 on the list The Greatest Date Movies of All Time
The Vow Rachel McAdams, Channing Tatum, Jessica Lange

47
+ - 154 122
Forgetting Sarah Marshall is listed (or ranked) 47 on the list The Greatest Date Movies of All Time
Forgetting Sarah Marshall Mila Kunis, Kristen Bell, Russell Brand

48
+ - 75 75
About Time is listed (or ranked) 48 on the list The Greatest Date Movies of All Time
About Time Rachel McAdams, Margot Robbie, Bill Nighy

49
+ - 85 68
Bridget Jones's Diary is listed (or ranked) 49 on the list The Greatest Date Movies of All Time
Bridget Jones's Diary Renée Zellweger, Hugh Grant, Colin Firth

50
+ - 84 56
The Nightmare Before Christmas is listed (or ranked) 50 on the list The Greatest Date Movies of All Time
The Nightmare Before Christmas Paul Reubens, Catherine O'Hara, Danny Elfman