dating 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
497 207
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
425 373
Dirty Dancing is listed (or ranked) 2 on the list The Greatest Date Movies of All Time
Dirty Dancing Patrick Swayze, Jennifer Grey, Jerry Orbach

3
500 371
Pretty Woman is listed (or ranked) 3 on the list The Greatest Date Movies of All Time
Pretty Woman Julia Roberts, Richard Gere, Hank Azaria

4
404 516
Notting Hill is listed (or ranked) 4 on the list The Greatest Date Movies of All Time
wiabux added Notting Hill Julia Roberts, Alec Baldwin, Mischa Barton

5
651 134
Forrest Gump is listed (or ranked) 5 on the list The Greatest Date Movies of All Time
Forrest Gump Tom Hanks, Kurt Russell, Sally Field

6
565 178
You've Got Mail is listed (or ranked) 6 on the list The Greatest Date Movies of All Time
You've Got Mail Tom Hanks, Meg Ryan, Sara Ramirez

7
279 309
Casablanca is listed (or ranked) 7 on the list The Greatest Date Movies of All Time
Casablanca Ingrid Bergman, Humphrey Bogart, Peter Lorre

8
340 245
When Harry Met Sally... is listed (or ranked) 8 on the list The Greatest Date Movies of All Time
When Harry Met Sally... Meg Ryan, Billy Crystal, Carrie Fisher

9
513 281
The Notebook is listed (or ranked) 9 on the list The Greatest Date Movies of All Time
The Notebook Rachel McAdams, Ryan Gosling, James Garner

10
377 261
Love Actually is listed (or ranked) 10 on the list The Greatest Date Movies of All Time
Love Actually Keira Knightley, Elisha Cuthbert, Liam Neeson

11
401 226
The Princess Bride is listed (or ranked) 11 on the list The Greatest Date Movies of All Time
wiabux added The Princess Bride Billy Crystal, Robin Wright, André the Giant

12
301 223
Grease is listed (or ranked) 12 on the list The Greatest Date Movies of All Time
Grease John Travolta, Olivia Newton-John, Stockard Channing

13
297 224
Ghost is listed (or ranked) 13 on the list The Greatest Date Movies of All Time
Ghost Demi Moore, Whoopi Goldberg, Patrick Swayze

14
366 146
10 Things I Hate About You is listed (or ranked) 14 on the list The Greatest Date Movies of All Time
wiabux added 10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

15
166 264
Chocolat is listed (or ranked) 15 on the list The Greatest Date Movies of All Time
KennethDempsey added Chocolat Johnny Depp, Judi Dench, Alfred Molina

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16
393 191
50 First Dates is listed (or ranked) 16 on the list The Greatest Date Movies of All Time
50 First Dates Drew Barrymore, Adam Sandler, Dan Aykroyd

17
144 212
An Affair to Remember is listed (or ranked) 17 on the list The Greatest Date Movies of All Time
An Affair to Remember Cary Grant, Deborah Kerr, Richard Denning

18
273 229
My Best Friend's Wedding is listed (or ranked) 18 on the list The Greatest Date Movies of All Time
wiabux added My Best Friend's Wedding Cameron Diaz, Julia Roberts, Paul Giamatti

19
175 235
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
181 138
Pretty in Pink is listed (or ranked) 20 on the list The Greatest Date Movies of All Time
KennethDempsey added Pretty in Pink James Spader, Gina Gershon, Molly Ringwald

21
212 173
Serendipity is listed (or ranked) 21 on the list The Greatest Date Movies of All Time
Serendipity Kate Beckinsale, John Cusack, Bridget Moynahan

22
326 145
The Proposal is listed (or ranked) 22 on the list The Greatest Date Movies of All Time
KennethDempsey added The Proposal Sandra Bullock, Ryan Reynolds, Betty White

23
240 145
Sixteen Candles is listed (or ranked) 23 on the list The Greatest Date Movies of All Time
wiabux added Sixteen Candles John Cusack, Molly Ringwald, Joan Cusack

24
273 188
Crazy, Stupid, Love. is listed (or ranked) 24 on the list The Greatest Date Movies of All Time
Crazy, Stupid, Love. Emma Stone, Julianne Moore, Ryan Gosling

25
267 177
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
227 195
Pride & Prejudice is listed (or ranked) 26 on the list The Greatest Date Movies of All Time
KennethDempsey added Pride & Prejudice Keira Knightley, Carey Mulligan, Judi Dench

27
246 164
The Wedding Singer is listed (or ranked) 27 on the list The Greatest Date Movies of All Time
The Wedding Singer Drew Barrymore, Adam Sandler, Steve Buscemi

28
291 136
How to Lose a Guy in 10 Days is listed (or ranked) 28 on the list The Greatest Date Movies of All Time
wiabux added How to Lose a Guy in 10 Days Kate Hudson, Matthew McConaughey, Bebe Neuwirth

29
138 57
Sweet Home Alabama is listed (or ranked) 29 on the list The Greatest Date Movies of All Time
LanaYoshii added Sweet Home Alabama Reese Witherspoon, Matthew McConaughey, Dakota Fanning

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30
205 119
Titanic is listed (or ranked) 30 on the list The Greatest Date Movies of All Time
vinothan1000 added Titanic Leonardo DiCaprio, Kate Winslet, Kathy Bates

31
148 90
The Holiday is listed (or ranked) 31 on the list The Greatest Date Movies of All Time
CraigAlarm added The Holiday Lindsay Lohan, Cameron Diaz, Kate Winslet

32
208 159
Mr. & Mrs. Smith is listed (or ranked) 32 on the list The Greatest Date Movies of All Time
wiabux added Mr. & Mrs. Smith Angelina Jolie, Brad Pitt, Jennifer Morrison

33
133 58
Lady and the Tramp is listed (or ranked) 33 on the list The Greatest Date Movies of All Time
CraigAlarm added Lady and the Tramp Peggy Lee, Stan Freberg, Dallas McKennon

34
175 160
Jerry Maguire is listed (or ranked) 34 on the list The Greatest Date Movies of All Time
wiabux added Jerry Maguire Tom Cruise, Lucy Liu, Renée Zellweger

35
167 188
(500) Days of Summer is listed (or ranked) 35 on the list The Greatest Date Movies of All Time
wiabux added (500) Days of Summer Zooey Deschanel, Minka Kelly, Chloë Grace Moretz

36
123 64
Never Been Kissed is listed (or ranked) 36 on the list The Greatest Date Movies of All Time
KaylaBField added Never Been Kissed Jessica Alba, Drew Barrymore, James Franco

37
128 88
Overboard is listed (or ranked) 37 on the list The Greatest Date Movies of All Time
looksharp added Overboard Goldie Hawn, Kurt Russell, Roddy McDowall

38
119 83
Pitch Perfect is listed (or ranked) 38 on the list The Greatest Date Movies of All Time
CraigAlarm added Pitch Perfect Anna Kendrick, Elizabeth Banks, Brittany Snow

39
164 136
Say Anything... is listed (or ranked) 39 on the list The Greatest Date Movies of All Time
wiabux added Say Anything... John Cusack, Jeremy Piven, Joan Cusack

40
131 161
Sense and Sensibility is listed (or ranked) 40 on the list The Greatest Date Movies of All Time
Sense and Sensibility Kate Winslet, Hugh Laurie, Emma Thompson

41
89 62
Moulin Rouge! is listed (or ranked) 41 on the list The Greatest Date Movies of All Time
CraigAlarm added Moulin Rouge! Nicole Kidman, Ozzy Osbourne, Kylie Minogue

42
112 67
The Nightmare Before Christmas is listed (or ranked) 42 on the list The Greatest Date Movies of All Time
CraigAlarm added The Nightmare Before Christmas Paul Reubens, Catherine O'Hara, Danny Elfman

43
90 83
Four Weddings and a Funeral is listed (or ranked) 43 on the list The Greatest Date Movies of All Time
VickyMarple added Four Weddings and a Funeral Hugh Grant, Andie MacDowell, Rowan Atkinson

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44
118 104
Romancing the Stone is listed (or ranked) 44 on the list The Greatest Date Movies of All Time
wiabux added Romancing the Stone Kathleen Turner, Danny DeVito, Michael Douglas

45
143 137
The American President is listed (or ranked) 45 on the list The Greatest Date Movies of All Time
The American President Annette Bening, Michael J. Fox, Michael Douglas

46
109 149
Amélie is listed (or ranked) 46 on the list The Greatest Date Movies of All Time
KennethDempsey added Amélie Audrey Tautou, Spencer Tracy, Joan Bennett

47
172 136
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
102 83
Bridget Jones's Diary is listed (or ranked) 48 on the list The Greatest Date Movies of All Time
KennethDempsey added Bridget Jones's Diary Renée Zellweger, Hugh Grant, Colin Firth

49
109 66
Ever After is listed (or ranked) 49 on the list The Greatest Date Movies of All Time
CraigAlarm added Ever After Drew Barrymore, Anjelica Huston, Dougray Scott

50
160 134
The Vow is listed (or ranked) 50 on the list The Greatest Date Movies of All Time
wiabux added The Vow Rachel McAdams, Channing Tatum, Jessica Lange