Revel in the perfect storm of comedy, drama, and neurosis with the ten best Woody Allen movies. At the beginning of his career, Woody Allen was known for directing funny, light-weight screwball comedies. He has since developed into a master of romantic comedies and insightful dramas. In his movies, Woody Allen tackles the subject of love and relationships without shoving sappy melodrama down your throat. His movies are heartfelt, insightful, and laugh-out-loud funny as hell.

Annie Hall

Annie Hall


One of Woody Allen’s most popular movies, it’s the film where he first combined his comedic geniuses with his flair for the dramatic.

Manhattan

Manhattan

Woody Allen’s romantic comedy about a 40-year-old man who begins dating a 17-year-old high school student is one of his most critically acclaimed movies. However watching it 30 years later, the movie has an art imitating life quality to it that makes it as creepy as it is funny.

A Midsummer Night’s Sex Comedy

A Midsummer Night’s Sex Comedy

This movie marked a lot of firsts for Woody Allen. It was the first of thirteen films to star Mia Farrow, and the first time he worked himself into one of his ensemble casts, instead of being one of the co-stars.

The Purple Rose of Cairo

The Purple Rose of Cairo

One of Woody Allen’s more surreal movies about what happens when a movie character breaks the fourth wall, walks out of his movie, and into the life of a lonely waitress in New Jersey.

Hannah and Her Sisters

Hannah and Her Sisters

Dysfunctional families, hypochondria, and twitchy neurotics are themes that have served Woody Allen well over the years. Woody Allen returns to the well in this movie about sibling rivalry, tawdry affairs, and Thanksgiving. A classic that makes Thanksgiving with your family seem like a walk in the park.

Crimes and Misdemeanors

Crimes and Misdemeanors

One of Woody Allen’s many black comedies that explores the relationship between morality and happiness.

Manhattan Murder Mystery

Manhattan Murder Mystery

When Woody Allen isn’t shedding a comedic light on romance and tragedy, he can be found at the helm of fantastic murder comedies. This movie may have been a bomb at the box office, but it has developed a cult following among Woody Allen fans. Proving that you can never go wrong with something starring Angelica Houston.

Bullets Over Broadway

Bullets Over Broadway

Woody Allen assembles one of the greatest ensembles casts in movie history with his Broadway murder-comedy. John Cusack, Dianne Wiest, and Chazz Palminteri were all nominated for Oscars for their roles in this film.

Sweet and Lowdown

Sweet and Lowdown

This fictional account of the life and times of a jazz guitarist is loosely based on the Federico Fellini film “La Strada.” Woody Allen may have borrowed a bit from Fellini, but in the end, he is able to make the concept his own.

Vicky Cristina Barcelona

Vicky Cristina Barcelona

Woody Allen’s tale of love, loss, and insanity garnered an Oscar for Penelope Cruz and a best screenplay Independent Spirit Award for Allen.

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