Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Caddyshack: The 19th Hole

If you loved Caddyshack: The 19th Hole, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Caddyshack: The 19th Hole.

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#1
Good Hair

Good Hair

2009★ 6.6

Why watch this? A perfect follow-up to Caddyshack: The 19th Hole for fans of Documentary & Comedy. It captures a similar light-hearted atmosphere.

An exposé of comic proportions that only Chris Rock could pull off, GOOD HAIR visits beauty salons and hairstyling battles, scientific laboratories and Indian temples to explore th...

#2
The Aristocrats

The Aristocrats

2005★ 6.0

Why watch this? A perfect follow-up to Caddyshack: The 19th Hole for fans of Documentary & Comedy. It captures a similar light-hearted atmosphere.

One hundred superstar comedians tell the same very, VERY dirty, filthy joke--one shared privately by comics since Vaudeville....

#3
7 Days in Hell

7 Days in Hell

2015★ 6.5

Why watch this? A perfect follow-up to Caddyshack: The 19th Hole for fans of Comedy. It captures a similar light-hearted atmosphere.

A fictional documentary-style expose on the rivalry between two tennis stars who battled it out in a 1999 match that lasted seven days....

#4
The Grand

The Grand

2007★ 5.8

Why watch this? A perfect follow-up to Caddyshack: The 19th Hole for fans of Comedy. It captures a similar light-hearted atmosphere.

The Grand is in the tradition of improvisational comedies like Best In Show and This Is Spinal Tap. The story is set in the world of professional poker and follows six players who ...

#5
The Caddy

The Caddy

1953★ 6.4

Why watch this? A perfect follow-up to Caddyshack: The 19th Hole for fans of Comedy. It captures a similar light-hearted atmosphere.

Although the son of a skilled golfer and an outstanding player in his own right, Harvey Miller is too nervous to play in front of a gallery, so he acts as coach and caddy for Joe A...

#6
Happy Gilmore 2

Happy Gilmore 2

2025★ 6.6

Why watch this? A perfect follow-up to Caddyshack: The 19th Hole for fans of Comedy. It captures a similar light-hearted atmosphere.

Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet classes....

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