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
517 229
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 Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by Nora Ephron. Based on a story by Jeff Arch, it stars Tom Hanks as Sam Baldwin and Meg Ryan as Annie

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2
531 389
Pretty Woman is listed (or ranked) 2 on the list The Greatest Date Movies of All Time
Pretty Woman Julia Roberts, Richard Gere, Hank Azaria Pretty Woman is a 1990 American romantic comedy film set in Los Angeles. Written by J. F. Lawton and directed by Garry Marshall, it stars Richard Gere and Julia Roberts, and features Hector ...more

3
447 392
Dirty Dancing is listed (or ranked) 3 on the list The Greatest Date Movies of All Time
Dirty Dancing Patrick Swayze, Jennifer Grey, Jerry Orbach Dirty Dancing is a 1987 American romantic drama film. Written by Eleanor Bergstein and directed by Emile Ardolino, the film stars Patrick Swayze and Jennifer Grey in the lead roles, as well as ...more

4
428 534
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 Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on 21 May 1999. The screenplay was by Richard Curtis, who had written Four Weddings and a Funeral, and ...more

5
294 320
Casablanca is listed (or ranked) 5 on the list The Greatest Date Movies of All Time
Casablanca Ingrid Bergman, Humphrey Bogart, Peter Lorre Casablanca is a 1942 American romantic drama film directed by Michael Curtiz and based on Murray Burnett and Joan Alison's unproduced stage play Everybody Comes to Rick's. The film stars ...more

6
588 189
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 You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron, starring Tom Hanks and Meg Ryan. It was written by Nora and Delia Ephron based on the 1937 play Parfumerie ...more

7
360 253
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 When Harry Met Sally… is a 1989 American romantic comedy film written by Nora Ephron and directed by Rob Reiner. It stars Billy Crystal as Harry and Meg Ryan as Sally. The story follows the ...more

8
676 146
Forrest Gump is listed (or ranked) 8 on the list The Greatest Date Movies of All Time
Forrest Gump Tom Hanks, Kurt Russell, Sally Field Forrest Gump is a 1994 American epic romantic-comedy-drama film based on the 1986 novel of the same name by Winston Groom. The film was directed by Robert Zemeckis and stars Tom Hanks, Robin ...more

9
411 268
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 Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by Richard Curtis. The screenplay delves into different aspects of love as shown through ten separate ...more

10
542 297
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 The Notebook is a 2004 American romantic drama film directed by Nick Cassavetes and based on the novel of the same name by Nicholas Sparks. The film stars Ryan Gosling and Rachel McAdams as a ...more

11
432 233
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 The Princess Bride is a 1987 American romantic comedy fantasy adventure film directed and co-produced by Rob Reiner. It was adapted by William Goldman from his 1973 novel of the same name. The ...more

12
319 234
Grease is listed (or ranked) 12 on the list The Greatest Date Movies of All Time
Grease John Travolta, Olivia Newton-John, Stockard Channing Grease is a 1978 American musical romantic comedy-drama film directed by Randal Kleiser and produced by Paramount Pictures. It is based on Warren Casey and Jim Jacobs' 1971 musical of the same ...more

13
310 230
Ghost is listed (or ranked) 13 on the list The Greatest Date Movies of All Time
Ghost Demi Moore, Whoopi Goldberg, Patrick Swayze Ghost is a 1990 American romantic fantasy/crime thriller film starring Patrick Swayze, Demi Moore, Tony Goldwyn, and Whoopi Goldberg. It was written by Bruce Joel Rubin and directed by Jerry ...more

14
396 148
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 10 Things I Hate About You is a 1999 American teen romantic comedy-drama film. It is directed by Gil Junger and stars Julia Stiles, Heath Ledger and Joseph Gordon-Levitt. The romantic comedy ...more

15
176 274
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 Chocolat is a 2000 American-British romantic drama film based on the novel of the same name by Joanne Harris, and was directed by Lasse Hallström. Adapted by screenwriter Robert Nelson ...more

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16
421 200
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 50 First Dates is a 2004 American romantic comedy film directed by Peter Segal and written by George Wing. The film stars Adam Sandler as a lothario veterinarian and Drew Barrymore as an ...more

17
151 218
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 An Affair to Remember is a 1957 film starring Cary Grant and Deborah Kerr, and directed by Leo McCarey. It was distributed by 20th Century Fox. The film is considered one of the most romantic ...more

18
185 245
Eternal Sunshine of the Spotle... is listed (or ranked) 18 on the list The Greatest Date Movies of All Time
Eternal Sunshine of the Spotless Mind Kate Winslet, Kirsten Dunst, Jim Carrey Eternal Sunshine of the Spotless Mind is a 2004 American romantic science-fiction comedy-drama film about an estranged couple who have each other erased from their memories, written by Charlie ...more

19
279 239
My Best Friend's Wedding is listed (or ranked) 19 on the list The Greatest Date Movies of All Time
wiabux added My Best Friend's Wedding Cameron Diaz, Julia Roberts, Paul Giamatti My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan, starring Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett, Philip Bosco, M. Emmet Walsh, ...more

20
191 145
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 Pretty in Pink is a 1986 American romantic comedy-drama film about love and social cliques in 1980s American high schools. It is one of John Hughes' films starring Molly Ringwald, and is ...more

21
256 150
Sixteen Candles is listed (or ranked) 21 on the list The Greatest Date Movies of All Time
wiabux added Sixteen Candles John Cusack, Molly Ringwald, Joan Cusack Sixteen Candles is a 1984 American coming-of-age comedy film starring Molly Ringwald, Michael Schoeffling and Anthony Michael Hall. It was written and directed by John Hughes.

22
345 149
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 The Proposal is a 2009 American romantic comedy film set in Sitka, Alaska. Directed by Anne Fletcher and written by Peter Chiarelli, the film features Sandra Bullock and Ryan Reynolds in the ...more

23
221 182
Serendipity is listed (or ranked) 23 on the list The Greatest Date Movies of All Time
Serendipity Kate Beckinsale, John Cusack, Bridget Moynahan Serendipity is a 2001 American romantic comedy film, starring John Cusack and Kate Beckinsale. It was written by Marc Klein and directed by Peter Chelsom. The music score is composed by Alan ...more

24
291 191
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 Crazy, Stupid, Love is a 2011 American romantic comedy-drama film directed by Glenn Ficarra and John Requa, and written by Dan Fogelman. It stars Steve Carell, Ryan Gosling, Julianne Moore, Emma ...more

25
277 184
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 A Walk to Remember is a 2002 American coming-of-age teen romantic drama based on the 1999 romance novel of the same name by Nicholas Sparks. The film stars Shane West and Mandy Moore, was ...more

26
236 204
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 Pride & Prejudice is a 2005 British romance film directed by Joe Wright and based on Jane Austen's novel of the same name, published in 1813. The film depicts five sisters from an English ...more

27
259 172
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 The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank Coraci. It stars Adam Sandler as a wedding singer in the 1980s and Drew Barrymore as a waitress ...more

28
228 126
Titanic is listed (or ranked) 28 on the list The Greatest Date Movies of All Time
vinothan1000 added Titanic Leonardo DiCaprio, Kate Winslet, Kathy Bates Titanic is a 1997 American epic romantic disaster drama film directed, written, co-produced, and co-edited by James Cameron. A fictionalized account of the sinking of the RMS Titanic, it stars ...more

29
308 144
How to Lose a Guy in 10 Days is listed (or ranked) 29 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 How to Lose a Guy in 10 Days is a 2003 romantic comedy film, directed by Donald Petrie, starring Kate Hudson and Matthew McConaughey. It is based on a short cartoon book of the same name by ...more

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30
157 66
Sweet Home Alabama is listed (or ranked) 30 on the list The Greatest Date Movies of All Time
LanaYoshii added Sweet Home Alabama Reese Witherspoon, Matthew McConaughey, Dakota Fanning Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant, starring Reese Witherspoon, Josh Lucas, Patrick Dempsey and Candice Bergen. The film was released by ...more

31
164 96
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 The Holiday is a 2006 American Christmas-themed romantic comedy film written, produced and directed by Nancy Meyers. Distributed by Columbia Pictures and Universal Pictures and filmed in both ...more

32
222 169
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 Mr. & Mrs. Smith is a 2005 film directed by Doug Liman.

33
148 61
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 Lady and the Tramp is a 1955 American animated romantic musical comedy film produced by Walt Disney and released to theaters on 22 June 1955, by Buena Vista Distribution. The 15th film in the ...more

34
186 166
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 Jerry Maguire is a 1996 American romantic comedy-drama sports film written, produced and directed by Cameron Crowe, and stars Tom Cruise, Cuba Gooding Jr. and Renée Zellweger. It was ...more

35
134 68
Never Been Kissed is listed (or ranked) 35 on the list The Greatest Date Movies of All Time
KaylaBField added Never Been Kissed Jessica Alba, Drew Barrymore, James Franco Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew Barrymore's production company, Flower Films, directed by Raja Gosnell and starring Drew Barrymore, David ...more

36
176 195
(500) Days of Summer is listed (or ranked) 36 on the list The Greatest Date Movies of All Time
wiabux added (500) Days of Summer Zooey Deschanel, Minka Kelly, Chloë Grace Moretz "The freshness of Marc Webb’s love-me/love-me-not love story is epitomized by its perfectly framed tag lines…Boy meets Girl—Boy falls in love—Girl doesn’t. What else can you say about a ...more

37
138 94
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 Overboard is a 1987 American romantic comedy film starring Goldie Hawn and Kurt Russell. It was directed by Garry Marshall, produced by Roddy McDowall, and loosely inspired by the 1974 Italian ...more

38
174 141
Say Anything... is listed (or ranked) 38 on the list The Greatest Date Movies of All Time
wiabux added Say Anything... John Cusack, Jeremy Piven, Joan Cusack Say Anything... is a 1989 American romantic comedy-drama film written and directed by Cameron Crowe in his directorial debut. In 2002, Entertainment Weekly ranked Say Anything... as the greatest ...more

39
136 165
Sense and Sensibility is listed (or ranked) 39 on the list The Greatest Date Movies of All Time
Sense and Sensibility Kate Winslet, Hugh Laurie, Emma Thompson Sense and Sensibility is a 1995 British–American period drama film directed by Ang Lee and based on Jane Austen's 1811 novel of the same name. Actress Emma Thompson wrote the script and stars as ...more

40
126 88
Pitch Perfect is listed (or ranked) 40 on the list The Greatest Date Movies of All Time
CraigAlarm added Pitch Perfect Anna Kendrick, Elizabeth Banks, Brittany Snow Pitch Perfect is a 2012 American musical comedy film directed by Jason Moore. Featuring an ensemble cast, including Anna Kendrick, Skylar Astin, Rebel Wilson, Anna Camp, Brittany Snow, Ester ...more

41
120 70
The Nightmare Before Christmas is listed (or ranked) 41 on the list The Greatest Date Movies of All Time
CraigAlarm added The Nightmare Before Christmas Paul Reubens, Catherine O'Hara, Danny Elfman Tim Burton's The Nightmare Before Christmas 3D is a 2006 3D version of the 1993 film of the same title directed by Henry Selick and written by Caroline Thompson.

42
97 68
Moulin Rouge! is listed (or ranked) 42 on the list The Greatest Date Movies of All Time
CraigAlarm added Moulin Rouge! Nicole Kidman, Ozzy Osbourne, Kylie Minogue Moulin Rouge! is a 2001 Australian–American pastiche-jukebox musical film directed, produced, and co-written by Baz Luhrmann. It tells the story of a young English poet/writer, Christian, who ...more

43
97 90
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 Four Weddings and a Funeral is a 1994 British romantic comedy film directed by Mike Newell. It was the first of several films by screenwriter Richard Curtis to feature Hugh Grant. It was made in ...more

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44
116 152
Amélie is listed (or ranked) 44 on the list The Greatest Date Movies of All Time
KennethDempsey added Amélie Audrey Tautou, Spencer Tracy, Joan Bennett Amélie is a 2001 romantic comedy film directed by Jean-Pierre Jeunet. Written by Jeunet with Guillaume Laurant, the film is a whimsical depiction of contemporary Parisian life, set in ...more

45
115 87
Bridget Jones's Diary is listed (or ranked) 45 on the list The Greatest Date Movies of All Time
KennethDempsey added Bridget Jones's Diary Renée Zellweger, Hugh Grant, Colin Firth Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is based on Helen Fielding's novel of the same name which is a reinterpretation of Austen's Pride and ...more

46
146 141
The American President is listed (or ranked) 46 on the list The Greatest Date Movies of All Time
The American President Annette Bening, Michael J. Fox, Michael Douglas The American President is a 1995 American romantic comedy-drama film directed by Rob Reiner and written by Aaron Sorkin. The film stars Michael Douglas, Annette Bening, Martin Sheen, Michael J. ...more

47
120 108
Romancing the Stone is listed (or ranked) 47 on the list The Greatest Date Movies of All Time
wiabux added Romancing the Stone Kathleen Turner, Danny DeVito, Michael Douglas Romancing the Stone is a 1984 American action-adventure romantic comedy. Directed by Robert Zemeckis, it stars Michael Douglas, Kathleen Turner and Danny DeVito. The film was followed by a 1985 ...more

48
177 143
Forgetting Sarah Marshall is listed (or ranked) 48 on the list The Greatest Date Movies of All Time
Forgetting Sarah Marshall Mila Kunis, Kristen Bell, Russell Brand Forgetting Sarah Marshall is a 2008 American romantic comedy-drama film directed by Nicholas Stoller and starring Jason Segel, Kristen Bell, Mila Kunis and Russell Brand. The film, which was ...more

49
119 71
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 Ever After is a 1998 American romantic comedy-drama film inspired by the fairy tale Cinderella, directed by Andy Tennant and starring Drew Barrymore, Anjelica Huston, and Dougray Scott. The ...more

50
117 116
Roman Holiday is listed (or ranked) 50 on the list The Greatest Date Movies of All Time
Roman Holiday Audrey Hepburn, Gregory Peck, Eddie Albert Roman Holiday is a 1953 American romantic comedy directed and produced by William Wyler. It stars Gregory Peck as a reporter and Audrey Hepburn as a royal princess out to see Rome on her own. ...more