10 Hilarious Cowboy Comedy Films You Can’t Miss

10 Hilarious Cowboy Comedy Films You Can't Miss Historical Comedies

There's something uniquely entertaining about the blend of the Wild West's rugged charm and the light-hearted humor of comedy. This curated list brings together ten films where the dusty trails of the frontier meet the uproarious laughter of comedy. Whether you're a fan of the Old West or just looking for a good chuckle, these films offer a delightful escape into a world where the gunslingers are as likely to crack a smile as they are to draw their pistols. From classic slapstick to witty dialogue, these movies prove that even the toughest cowboys have a funny bone.

Support Your Local Sheriff! (1969)
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Support Your Local Sheriff! (1969)

Description: A quick-witted drifter takes the job of sheriff in a lawless town, using his intelligence and humor to outsmart the local outlaws. This film is a comedic gem that plays on the conventions of the Western genre.

Fact: The film was so popular that it spawned a sequel, "Support Your Local Gunfighter."

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Blazing Saddles (1974)
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Blazing Saddles (1974)

Description: Mel Brooks' satirical take on Westerns, where a black sheriff is appointed to a racist town, leading to a series of absurd and hilarious events. It's a film that pokes fun at every Western trope imaginable, making it a comedy classic.

Fact: The film was initially rated X by the MPAA due to its crude humor, but after some edits, it was re-rated R.

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The Apple Dumpling Gang (1975)
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The Apple Dumpling Gang (1975)

Description: Two bumbling outlaws become the guardians of three orphaned children and find themselves in a series of comedic misadventures. This Disney film combines family-friendly humor with Western charm.

Fact: The film was so successful that it led to a sequel, "The Apple Dumpling Gang Rides Again."

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The Outlaw Josey Wales (1976)
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The Outlaw Josey Wales (1976)

Description: While not strictly a comedy, this film has moments of dark humor and features Clint Eastwood in a role that blends action with comedic undertones, making it a unique entry in the Western genre.

Fact: The film was directed by Clint Eastwood himself, marking his first time directing a Western.

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The Frisco Kid (1979)
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The Frisco Kid (1979)

Description: A Polish rabbi travels to San Francisco but ends up in the Wild West, where he befriends a bank robber. Their journey is filled with humor, heart, and a unique cultural clash.

Fact: The film was Gene Wilder's first starring role after the death of his frequent collaborator, Richard Pryor.

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Three Amigos (1986)
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Three Amigos (1986)

Description: Three silent film stars mistaken for real heroes are hired by a Mexican village to fend off bandits. Their journey from Hollywood to the real Wild West is filled with comedic gold.

Fact: The film features a memorable song "My Little Buttercup," which has become a cult classic.

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City Slickers (1991)
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City Slickers (1991)

Description: Three friends from New York City embark on a cattle drive to find themselves, only to find themselves in a series of comedic mishaps and cowboy adventures. This film is a perfect blend of humor and heart, showcasing the clash between urban life and the rugged West.

Fact: The film was nominated for two Academy Awards, including Best Original Screenplay and Best Supporting Actor for Jack Palance, who won.

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Rustlers' Rhapsody (1985)
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Rustlers' Rhapsody (1985)

Description: A self-aware Western where a singing cowboy hero arrives in a town to clean it up, only to find himself in a world where the rules of Westerns are being questioned. This film is a clever and humorous take on the genre.

Fact: The film was directed by Hugh Wilson, who also wrote the screenplay for "Police Academy."

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The Villain (1979)
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The Villain (1979)

Description: A parody of the Western genre, where a bumbling villain tries to stop a stagecoach from reaching its destination. With slapstick humor and a cast of comedic legends, this film is a must-watch for fans of classic comedy.

Fact: The film was originally intended to be a direct spoof of "Butch Cassidy and the Sundance Kid."

This movie is not available on Amazon Prime, but you can use the bonus:
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The Ridiculous 6 (2015)
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The Ridiculous 6 (2015)

Description: A spoof of the Western genre where a man learns he has five half-brothers and sets out to find them, leading to a series of absurd and funny events. This film is a modern take on the classic Western comedy.

Fact: The film was directed by and stars Adam Sandler, who also co-wrote the screenplay.

This movie is not available on Amazon Prime, but you can use the bonus:
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