Best Movies The Greatest Date Movies of All Time  

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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. And, if your favorite date night film is missing, add it!

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. A good 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
729 609
Dirty Dancing is listed (or ranked) 1 on the list The Greatest Date Movies of All Time
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

2
831 579
Pretty Woman is listed (or ranked) 2 on the list The Greatest Date Movies of All Time
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
627 749
Notting Hill is listed (or ranked) 3 on the list The Greatest Date Movies of All Time
wiabux added 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

4
456 500
Casablanca is listed (or ranked) 4 on the list The Greatest Date Movies of All Time
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

5
564 397
When Harry Met Sally... is listed (or ranked) 5 on the list The Greatest Date Movies of All Time
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

6
697 402
Sleepless in Seattle is listed (or ranked) 6 on the list The Greatest Date Movies of All Time
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

7
888 431
The Notebook is listed (or ranked) 7 on the list The Greatest Date Movies of All Time
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

8
735 345
The Princess Bride is listed (or ranked) 8 on the list The Greatest Date Movies of All Time
wiabux added 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

9
645 409
Love Actually is listed (or ranked) 9 on the list The Greatest Date Movies of All Time
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
569 339
Grease is listed (or ranked) 10 on the list The Greatest Date Movies of All Time
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

11
754 337
You've Got Mail is listed (or ranked) 11 on the list The Greatest Date Movies of All Time
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

12
927 286
Forrest Gump is listed (or ranked) 12 on the list The Greatest Date Movies of All Time
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

13
474 352
Ghost is listed (or ranked) 13 on the list The Greatest Date Movies of All Time
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
682 233
10 Things I Hate About You is listed (or ranked) 14 on the list The Greatest Date Movies of All Time
wiabux added 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
259 422
Chocolat is listed (or ranked) 15 on the list The Greatest Date Movies of All Time
KennethDempsey added 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

16
234 344
An Affair to Remember is listed (or ranked) 16 on the list The Greatest Date Movies of All Time
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

17
681 301
50 First Dates is listed (or ranked) 17 on the list The Greatest Date Movies of All Time
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

18
291 397
Eternal Sunshine of the Spotle... is listed (or ranked) 18 on the list The Greatest Date Movies of All Time
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
360 295
Serendipity is listed (or ranked) 19 on the list The Greatest Date Movies of All Time
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

20
410 359
My Best Friend's Wedding is listed (or ranked) 20 on the list The Greatest Date Movies of All Time
wiabux added 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

21
412 241
Sixteen Candles is listed (or ranked) 21 on the list The Greatest Date Movies of All Time
wiabux added 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
305 248
Pretty in Pink is listed (or ranked) 22 on the list The Greatest Date Movies of All Time
KennethDempsey added 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

23
567 243
The Proposal is listed (or ranked) 23 on the list The Greatest Date Movies of All Time
KennethDempsey added 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

24
376 295
Pride & Prejudice is listed (or ranked) 24 on the list The Greatest Date Movies of All Time
KennethDempsey added 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

25
449 287
Crazy, Stupid, Love. is listed (or ranked) 25 on the list The Greatest Date Movies of All Time
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

26
436 273
A Walk to Remember is listed (or ranked) 26 on the list The Greatest Date Movies of All Time
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

27
442 207
Titanic is listed (or ranked) 27 on the list The Greatest Date Movies of All Time
vinothan1000 added 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 what happened to the RMS Titanic, it stars ...more

28
334 133
Sweet Home Alabama is listed (or ranked) 28 on the list The Greatest Date Movies of All Time
LanaYoshii added 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

29
412 238
The Wedding Singer is listed (or ranked) 29 on the list The Greatest Date Movies of All Time
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

30
295 117
Lady and the Tramp is listed (or ranked) 30 on the list The Greatest Date Movies of All Time
CraigAlarm added 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

31
306 182
The Holiday is listed (or ranked) 31 on the list The Greatest Date Movies of All Time
CraigAlarm added 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
480 220
How to Lose a Guy in 10 Days is listed (or ranked) 32 on the list The Greatest Date Movies of All Time
wiabux added 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

33
365 266
Mr. & Mrs. Smith is listed (or ranked) 33 on the list The Greatest Date Movies of All Time
wiabux added Angelina Jolie, Brad Pitt, Jennifer Morrison Mr. & Mrs. Smith is a 2005 American action comedy film directed by Doug Liman. Bored upper-middle class married coupleJohn (Brad Pitt) and Jane Smith (Angelina Jolie) learn that they are ...more

34
203 238
Sense and Sensibility is listed (or ranked) 34 on the list The Greatest Date Movies of All Time
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

35
268 252
Jerry Maguire is listed (or ranked) 35 on the list The Greatest Date Movies of All Time
wiabux added 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

36
250 293
(500) Days of Summer is listed (or ranked) 36 on the list The Greatest Date Movies of All Time
wiabux added Zooey Deschanel, Minka Kelly, Chloë Grace Moretz (500) Days of Summer is a 2009 American romantic comedy-drama film by first time director Marc Webb. On January 8, Tom Hansen (Joseph Gordon-Levitt) meets Summer Finn (Zooey Deschanel), his ...more

37
243 188
Pitch Perfect is listed (or ranked) 37 on the list The Greatest Date Movies of All Time
CraigAlarm added 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

38
243 146
Never Been Kissed is listed (or ranked) 38 on the list The Greatest Date Movies of All Time
KaylaBField added 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

39
228 168
Overboard is listed (or ranked) 39 on the list The Greatest Date Movies of All Time
looksharp added 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

40
254 214
Say Anything... is listed (or ranked) 40 on the list The Greatest Date Movies of All Time
wiabux added 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

41
178 176
About Time is listed (or ranked) 41 on the list The Greatest Date Movies of All Time
sally added Rachel McAdams, Margot Robbie, Bill Nighy About Time is a 2013 British romantic comedy-drama film directed by Richard Curtis. A young man (Domhnall Gleeson) with the special ability to time travel tries to change his past in order to ...more

42
146 137
An Officer and a Gentleman is listed (or ranked) 42 on the list The Greatest Date Movies of All Time
CraigAlarm added Richard Gere, Debra Winger, Louis Gossett An Officer and a Gentleman is a 1982 American drama film that tells the story of a U.S. Navy aviation officer candidate who comes into conflict with the Marine Corps Gunnery Sergeant who is the ...more

43
218 151
The Nightmare Before Christmas is listed (or ranked) 43 on the list The Greatest Date Movies of All Time
CraigAlarm added 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.

44
190 173
Romancing the Stone is listed (or ranked) 44 on the list The Greatest Date Movies of All Time
wiabux added 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

45
217 133
Ever After is listed (or ranked) 45 on the list The Greatest Date Movies of All Time
CraigAlarm added 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

46
170 148
Moulin Rouge! is listed (or ranked) 46 on the list The Greatest Date Movies of All Time
CraigAlarm added 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

47
199 167
Bridget Jones's Diary is listed (or ranked) 47 on the list The Greatest Date Movies of All Time
KennethDempsey added 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

48
164 244
Amélie is listed (or ranked) 48 on the list The Greatest Date Movies of All Time
KennethDempsey added 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

49
154 171
Four Weddings and a Funeral is listed (or ranked) 49 on the list The Greatest Date Movies of All Time
VickyMarple added 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

50
173 180
Roman Holiday is listed (or ranked) 50 on the list The Greatest Date Movies of All Time
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