Great Directors: Woody Allen, Master of Romance

by Omar_Agius | created - 04 May 2013 | updated - 24 Jun 2016 | Public

Continuing with my series of lists on the greatest directors in motion picture history. Feature length films directed by Woody Allen, famous for his romantic movies and comedies.

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1. What's Up, Tiger Lily? (1966)

PG | 80 min | Adventure, Comedy, Crime

6.0
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63 Metascore

In Woody Allen's directorial debut, he took the Japanese action film Kokusai himitsu keisatsu: Kagi no kagi (1965) and re-dubbed it, changing the plot to make it revolve around a secret egg salad recipe.

Directors: Woody Allen, Senkichi Taniguchi | Stars: Woody Allen, The Lovin' Spoonful, Frank Buxton, Len Maxwell

Votes: 8,184

2. Take the Money and Run (1969)

M | 85 min | Comedy, Crime

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
67 Metascore

The life and times of Virgil Starkwell, inept bank robber.

Director: Woody Allen | Stars: Woody Allen, Janet Margolin, Marcel Hillaire, Jacquelyn Hyde

Votes: 24,554

3. Bananas (1971)

GP | 82 min | Comedy

7.1
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    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
67 Metascore

When a bumbling New Yorker is dumped by his activist girlfriend, he travels to a tiny Latin American nation and becomes involved in its latest rebellion.

Director: Woody Allen | Stars: Woody Allen, Louise Lasser, Carlos Montalbán, Nati Abascal

Votes: 29,982

4. Everything You Always Wanted to Know About Sex * But Were Afraid to Ask (1972)

R | 88 min | Comedy

6.8
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    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
66 Metascore

Seven segments related to one another only in that they all purport to be based on sections of the book by David Reuben. The segments range from "Do Aphrodisiacs Work?" in which a court ... See full summary »

Director: Woody Allen | Stars: Woody Allen, Gene Wilder, Louise Lasser, John Carradine

Votes: 33,789

5. Sleeper (1973)

PG | 89 min | Comedy, Sci-Fi

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
77 Metascore

A nerdish store owner is revived out of cryostasis into a future world to fight an oppressive government.

Director: Woody Allen | Stars: Woody Allen, Diane Keaton, John Beck, Mary Gregory

Votes: 35,710

6. Love and Death (1975)

PG | 85 min | Comedy, War

7.8
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89 Metascore

In czarist Russia, a neurotic soldier and his distant cousin formulate a plot to assassinate Napoleon.

Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Georges Adet, Frank Adu

Votes: 30,473

7. Annie Hall (1977)

PG | 93 min | Comedy, Romance

8.1
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92 Metascore

Neurotic New York comedian Alvy Singer falls in love with the ditzy Annie Hall.

Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane

Votes: 217,106 | Gross: $39.20M

8. Interiors (1978)

PG | 92 min | Drama

7.5
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67 Metascore

Three sisters find their lives spinning out of control in the wake of their parents' sudden, unexpected divorce.

Director: Woody Allen | Stars: Diane Keaton, Geraldine Page, Kristin Griffith, Mary Beth Hurt

Votes: 15,485

9. Manhattan (1979)

R | 96 min | Comedy, Drama, Romance

8.0
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83 Metascore

The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.

Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Mariel Hemingway, Michael Murphy

Votes: 114,269 | Gross: $45.70M

10. Stardust Memories (1980)

PG | 89 min | Comedy, Drama

7.4
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While attending a retrospective of his work, a filmmaker recalls his life and his loves: the inspirations for his films.

Director: Woody Allen | Stars: Woody Allen, Charlotte Rampling, Jessica Harper, Marie-Christine Barrault

Votes: 18,153 | Gross: $10.39M

11. A Midsummer Night's Sex Comedy (1982)

PG | 88 min | Comedy

6.7
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51 Metascore

A wacky inventor and his wife invite two other couples for a weekend party at a romantic summer house in the 1900s countryside.

Director: Woody Allen | Stars: Woody Allen, Mia Farrow, José Ferrer, Julie Hagerty

Votes: 16,068 | Gross: $9.08M

12. Zelig (1983)

PG | 79 min | Comedy

7.8
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"Documentary" about a man who can look and act like whoever he's around, and meets various famous people.

Director: Woody Allen | Stars: Woody Allen, Mia Farrow, Patrick Horgan, John Buckwalter

Votes: 34,745 | Gross: $11.80M

13. Broadway Danny Rose (1984)

PG | 84 min | Comedy

7.5
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    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
80 Metascore

In his attempts to reconcile a lounge singer with his mistress, a hapless talent agent is mistaken as her lover by a jealous gangster.

Director: Woody Allen | Stars: Woody Allen, Mia Farrow, Nick Apollo Forte, Sandy Baron

Votes: 20,310 | Gross: $10.60M

14. The Purple Rose of Cairo (1985)

PG | 82 min | Comedy, Fantasy, Romance

7.7
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75 Metascore

In New Jersey in 1935, a movie character walks off the screen and into the real world.

Director: Woody Allen | Stars: Mia Farrow, Jeff Daniels, Danny Aiello, Irving Metzman

Votes: 40,039 | Gross: $10.63M

15. Hannah and Her Sisters (1986)

PG-13 | 107 min | Comedy, Drama

8.0
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90 Metascore

Between two Thanksgivings two years apart, Hannah's husband falls in love with her sister Lee, while her hypochondriac ex-husband rekindles his relationship with her sister Holly.

Director: Woody Allen | Stars: Mia Farrow, Dianne Wiest, Michael Caine, Barbara Hershey

Votes: 57,663 | Gross: $40.08M

16. Radio Days (1987)

PG | 88 min | Comedy

7.6
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A nostalgic look at radio's golden age focusing on one ordinary family and the various performers in the medium.

Director: Woody Allen | Stars: Mia Farrow, Dianne Wiest, Mike Starr, Paul Herman

Votes: 26,732 | Gross: $14.79M

17. September (1987)

PG | 83 min | Drama

6.7
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At a summer house in Vermont, neighbor Howard falls in love with Lane, who's in a relationship with Peter, who's falling for Stephanie, who's married with children.

Director: Woody Allen | Stars: Elaine Stritch, Denholm Elliott, Mia Farrow, Dianne Wiest

Votes: 7,712 | Gross: $0.49M

18. Another Woman (1988)

PG | 81 min | Drama

7.4
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Facing a mid-life crisis, a woman rents an apartment next to a psychiatrist's office to write a new book, only to become drawn to the plight of a pregnant woman seeking that doctor's help.

Director: Woody Allen | Stars: Gena Rowlands, Mia Farrow, Ian Holm, Blythe Danner

Votes: 10,951 | Gross: $1.56M

19. New York Stories (1989)

PG | 124 min | Comedy, Drama, Romance

6.4
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A middle-aged artist obsessed with his pretty young assistant, a precocious 12 year old living in a hotel, and a neurotic lawyer with a possessive mother make up three Gotham tales.

Directors: Woody Allen, Francis Ford Coppola, Martin Scorsese | Stars: Woody Allen, Nick Nolte, Rosanna Arquette, Marvin Chatinover

Votes: 14,776 | Gross: $10.76M

Oedipus Wrecks segment. Co-directed by Martin Scorsese and Francis Ford Coppola.

20. Crimes and Misdemeanors (1989)

PG-13 | 104 min | Comedy, Drama

8.0
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77 Metascore

An ophthalmologist's mistress threatens to reveal their affair to his wife while a married documentary filmmaker is infatuated with another woman.

Director: Woody Allen | Stars: Martin Landau, Woody Allen, Bill Bernstein, Claire Bloom

Votes: 46,778 | Gross: $18.25M

21. Alice (1990)

PG-13 | 106 min | Comedy, Romance

6.6
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A spoiled Manhattan housewife re-evaluates her life after visiting a Chinatown healer.

Director: Woody Allen | Stars: Mia Farrow, William Hurt, Joe Mantegna, June Squibb

Votes: 11,436 | Gross: $7.33M

22. Shadows and Fog (1991)

PG-13 | 85 min | Comedy

6.8
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With a serial strangler on the loose, a bookkeeper wanders around town searching for the vigilante group intent on catching the killer.

Director: Woody Allen | Stars: Woody Allen, Mia Farrow, Michael Kirby, David Ogden Stiers

Votes: 14,148 | Gross: $2.74M

23. Husbands and Wives (1992)

R | 103 min | Comedy, Drama, Romance

7.6
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When their best friends announce that they're separating, a professor and his wife discover the faults in their own marriage.

Director: Woody Allen | Stars: Woody Allen, Mia Farrow, Sydney Pollack, Judy Davis

Votes: 23,341 | Gross: $10.56M

24. Manhattan Murder Mystery (1993)

PG | 104 min | Comedy, Mystery

7.4
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A middle-aged couple suspects foul play when their neighbor's wife suddenly drops dead.

Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Jerry Adler, Lynn Cohen

Votes: 31,298 | Gross: $11.29M

25. Bullets Over Broadway (1994)

R | 98 min | Comedy, Crime

7.5
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In New York in 1928, a struggling playwright is forced to cast a mobster's talentless girlfriend in his latest drama in order to get it produced.

Director: Woody Allen | Stars: John Cusack, Dianne Wiest, Jennifer Tilly, Chazz Palminteri

Votes: 31,518 | Gross: $13.38M

26. Don't Drink the Water (1994 TV Movie)

PG | 100 min | Comedy

6.3
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Somewhere behind the early 1960s Cold War iron curtain, the Hollander family cause an international spying incident when Walter photographs a sunset in a sensitive region. In order to stay ... See full summary »

Director: Woody Allen | Stars: Woody Allen, Julie Kavner, Ed Herlihy, Josef Sommer

Votes: 2,718

27. Mighty Aphrodite (1995)

R | 95 min | Comedy, Fantasy, Romance

7.1
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59 Metascore

When he discovers his adopted son is a genius, a New York sportswriter seeks out the boy's birth mother: a ditzy porn star and prostitute.

Director: Woody Allen | Stars: Woody Allen, Mira Sorvino, Pamela Blair, Rene Ceballos

Votes: 33,996 | Gross: $6.70M

28. Everyone Says I Love You (1996)

R | 101 min | Comedy, Musical, Romance

6.8
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A New York girl sets her father up with a beautiful woman in a troubled marriage while her stepsister gets engaged.

Director: Woody Allen | Stars: Woody Allen, Goldie Hawn, Julia Roberts, Edward Norton

Votes: 31,964 | Gross: $9.71M

29. Deconstructing Harry (1997)

R | 96 min | Comedy

7.4
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61 Metascore

Suffering from writer's block and eagerly awaiting his writing award, Harry Block remembers events from his past and scenes from his best-selling books as characters, real and fictional, come back to haunt him.

Director: Woody Allen | Stars: Woody Allen, Judy Davis, Julia Louis-Dreyfus, Stephanie Roth Haberle

Votes: 37,984 | Gross: $10.57M

30. Celebrity (1998)

R | 113 min | Comedy, Drama

6.3
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    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
41 Metascore

The fortunes of a husband and wife differ drastically after they divorce.

Director: Woody Allen | Stars: Kenneth Branagh, Judy Davis, Leonardo DiCaprio, Greg Mottola

Votes: 21,806 | Gross: $5.03M

31. Sweet and Lowdown (1999)

PG-13 | 95 min | Comedy, Drama, Music

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
70 Metascore

In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.

Director: Woody Allen | Stars: Sean Penn, Samantha Morton, Woody Allen, Ben Duncan

Votes: 29,287 | Gross: $4.20M

32. Small Time Crooks (2000)

PG | 94 min | Comedy, Crime

6.7
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69 Metascore

A loser of a crook and his wife strike it rich when a botched bank job's cover business becomes a spectacular success.

Director: Woody Allen | Stars: Woody Allen, Tracey Ullman, Hugh Grant, Carolyn Saxon

Votes: 33,118 | Gross: $17.07M

33. The Curse of the Jade Scorpion (2001)

PG-13 | 103 min | Comedy, Crime, Mystery

6.8
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52 Metascore

An insurance investigator and an efficency expert who hate each other are both hypnotized by a crooked hypnotist with a jade scorpion into stealing jewels.

Director: Woody Allen | Stars: Greg Stebner, Woody Allen, John Tormey, John Schuck

Votes: 34,144 | Gross: $7.50M

34. Hollywood Ending (2002)

PG-13 | 112 min | Comedy, Romance

6.6
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46 Metascore

A director is forced to work with his ex-wife, who left him for the boss of the studio bankrolling his new film. But the night before the first day of shooting, he develops a case of psychosomatic blindness.

Director: Woody Allen | Stars: Woody Allen, Téa Leoni, Bob Dorian, Ivan Martin

Votes: 23,279 | Gross: $4.84M

35. Anything Else (2003)

R | 108 min | Comedy, Romance

6.4
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43 Metascore

Jerry Falk learns a lesson the hard way when he falls head over heels in love with a beautiful but flighty girl, Amanda.

Director: Woody Allen | Stars: Woody Allen, Jason Biggs, Christina Ricci, Danny DeVito

Votes: 26,819 | Gross: $3.20M

36. Melinda and Melinda (2004)

PG-13 | 99 min | Comedy, Drama, Romance

6.5
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54 Metascore

Two alternating stories, one comedy and the other tragedy, about Melinda's attempts to straighten out her life.

Director: Woody Allen | Stars: Will Ferrell, Vinessa Shaw, Chiwetel Ejiofor, Wallace Shawn

Votes: 28,636 | Gross: $3.83M

37. Match Point (2005)

R | 124 min | Drama, Romance, Thriller

7.7
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72 Metascore

At a turning point in his life, a former tennis pro falls for an actress who happens to be dating his friend and soon-to-be brother-in-law.

Director: Woody Allen | Stars: Scarlett Johansson, Jonathan Rhys Meyers, Emily Mortimer, Matthew Goode

Votes: 180,685 | Gross: $23.09M

38. Scoop (2006)

PG-13 | 96 min | Comedy, Crime, Mystery

6.7
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48 Metascore

An American journalism student in London scoops a big story, and begins an affair with an aristocrat as the incident unfurls.

Director: Woody Allen | Stars: Scarlett Johansson, Hugh Jackman, Jim Dunk, Robert Bathurst

Votes: 72,437 | Gross: $10.53M

39. Cassandra's Dream (2007)

PG-13 | 108 min | Crime, Drama, Romance

6.7
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49 Metascore

The tale of two brothers with serious financial woes. When a third party proposes they turn to crime, things go badly and the two become enemies.

Director: Woody Allen | Stars: Colin Farrell, Ewan McGregor, Hayley Atwell, Peter-Hugo Daly

Votes: 46,372 | Gross: $0.97M

40. Vicky Cristina Barcelona (2008)

PG-13 | 96 min | Drama, Romance

7.1
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70 Metascore

Two girlfriends on a summer holiday in Spain become enamored with the same painter, unaware that his ex-wife, with whom he has a tempestuous relationship, is about to re-enter the picture.

Director: Woody Allen | Stars: Rebecca Hall, Scarlett Johansson, Javier Bardem, Christopher Evan Welch

Votes: 214,886 | Gross: $23.22M

41. Whatever Works (2009)

PG-13 | 93 min | Comedy, Romance

7.2
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45 Metascore

A middle-aged, misanthropic divorcée from New York City surprisingly enters a fulfilling, Pygmalion-type relationship with a much younger, unsophisticated Southern girl.

Director: Woody Allen | Stars: Evan Rachel Wood, Larry David, Henry Cavill, Adam Brooks

Votes: 63,696 | Gross: $5.31M

42. You Will Meet a Tall Dark Stranger (2010)

R | 98 min | Comedy, Drama, Romance

6.3
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51 Metascore

Sally's parents' marriage breaks up when her father undergoes a mid-life crisis and impulsively weds a prostitute. Meanwhile, Sally's own marriage also begins to disintegrate.

Director: Woody Allen | Stars: Anthony Hopkins, Naomi Watts, Josh Brolin, Gemma Jones

Votes: 39,412 | Gross: $3.25M

43. Midnight in Paris (2011)

PG-13 | 94 min | Comedy, Fantasy, Romance

7.7
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81 Metascore

While on a trip to Paris with his fiancée's family, a nostalgic screenwriter finds himself mysteriously going back to the 1920s everyday at midnight.

Director: Woody Allen | Stars: Owen Wilson, Rachel McAdams, Kathy Bates, Kurt Fuller

Votes: 331,703 | Gross: $56.82M

44. To Rome with Love (2012)

R | 112 min | Comedy, Romance

6.3
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    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
54 Metascore

The lives of some visitors and residents of Rome and the romances, adventures and predicaments they get into.

Director: Woody Allen | Stars: Woody Allen, Penélope Cruz, Jesse Eisenberg, Ellen Page

Votes: 74,620 | Gross: $16.69M

45. Blue Jasmine (2013)

PG-13 | 98 min | Drama

7.3
Rate this
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
78 Metascore

A New York socialite, deeply troubled and in denial, arrives in San Francisco to impose upon her sister. She looks a million, but isn't bringing money, peace, or love...

Director: Woody Allen | Stars: Cate Blanchett, Alec Baldwin, Peter Sarsgaard, Sally Hawkins

Votes: 166,364 | Gross: $33.41M

46. Magic in the Moonlight (2014)

PG-13 | 97 min | Comedy, Romance

6.6
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54 Metascore

A romantic comedy about an Englishman brought in to help unmask a possible swindle. Personal and professional complications ensue.

Director: Woody Allen | Stars: Colin Firth, Emma Stone, Marcia Gay Harden, Hamish Linklater

Votes: 54,060 | Gross: $10.51M

47. Irrational Man (2015)

R | 95 min | Comedy, Drama

6.6
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53 Metascore

A tormented philosophy professor finds a will to live when he commits an existential act.

Director: Woody Allen | Stars: Joaquin Phoenix, Emma Stone, Parker Posey, Joe Stapleton

Votes: 44,097 | Gross: $4.03M

48. Café Society (2016)

PG-13 | 96 min | Comedy, Drama, Romance

6.6
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64 Metascore

In the 1930s, a Bronx native moves to Hollywood and falls in love with a young woman who is seeing a married man.

Director: Woody Allen | Stars: Jesse Eisenberg, Kristen Stewart, Steve Carell, Blake Lively

Votes: 52,732 | Gross: $11.10M

49. Wonder Wheel (2017)

PG-13 | 101 min | Drama

6.2
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    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
45 Metascore

On Coney Island in the 1950s, a lifeguard tells the story of a middle-aged carousel operator and his beleaguered wife.

Director: Woody Allen | Stars: Jim Belushi, Juno Temple, Justin Timberlake, Kate Winslet

Votes: 1,374 | Gross: $0.38M