Boston, with its rich history and unique accent, has provided a fantastic backdrop for numerous comedy films. This collection showcases the city's charm and humor, offering a delightful escape into the world of Bostonian wit. Whether you're a local or just a fan of the city, these films will give you a good laugh and a taste of Boston's vibrant culture.

The Friends of Eddie Coyle (1973)
Description: This crime drama has its comedic moments, reflecting the dark humor of Boston's criminal underworld.
Fact: Robert Mitchum, known for his tough-guy roles, gives a nuanced performance as Eddie Coyle.


Good Will Hunting (1997)
Description: This film blends drama with comedy, highlighting the intellectual and emotional journey of a young man from South Boston.
Fact: Matt Damon and Ben Affleck wrote the screenplay, winning an Oscar for Best Original Screenplay.


Mystic River (2003)
Description: While primarily a drama, 'Mystic River' has moments of dark humor, reflecting the complexities of life in Boston.
Fact: The film was shot in Boston, capturing the city's atmosphere authentically.


Fever Pitch (2005)
Description: This romantic comedy captures the spirit of Boston through the lens of a die-hard Red Sox fan, offering both laughs and heart.
Fact: The film was based on a British film of the same name, but adapted to focus on the Boston Red Sox.


The Departed (2006)
Description: While primarily a crime thriller, 'The Departed' has its fair share of dark comedy, showcasing the gritty humor of Boston's underworld.
Fact: Martin Scorsese won his first Best Director Oscar for this film, and it features a memorable performance by Jack Nicholson.


The Town (2010)
Description: While more of a heist film, 'The Town' has its comedic moments, particularly in the portrayal of Boston's Charlestown neighborhood.
Fact: Ben Affleck, who directed and starred in the film, grew up in Cambridge, Massachusetts, near Boston.


The Heat (2013)
Description: This buddy cop comedy features Boston as the setting for a hilarious partnership between two very different cops.
Fact: Sandra Bullock and Melissa McCarthy's chemistry was so good that they were considered for a sequel.


Monument Ave. (1998)
Description: This film delves into the Irish-American community in Boston, with dark humor woven into its narrative.
Fact: Denis Leary, who stars and co-wrote the film, is from Massachusetts.


The Brink's Job (1978)
Description: A light-hearted take on the infamous 1950 Brink's robbery in Boston, this film mixes crime with comedy.
Fact: Peter Falk, known for 'Columbo', stars as the mastermind behind the heist.


Next Stop, Greenwich Village (1976)
Description: While not set in Boston, it features a character from Boston, offering comedic insights into the city's culture.
Fact: The film was directed by Paul Mazursky, known for his comedic takes on social issues.
