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Flavorwire's 50 Best Movies About Hollywood

While many movies set in Tinseltown feature similar tropes and concerns — the awe-struck wannabe, a ruthless deal gone wrong, and a wrong career move that turns deadly — no two movies about Hollywood are exactly alike. The diversity of subjects in these films speaks volumes of the variety of La La Land residents who make up the Hollywood experience. Whether it's a modern-day Babylon or a dream factory, movies about Hollywood are striking both for their cynicism and star-struck naiveté. In time for the release of Maps to the Stars, director David Cronenberg and screenwriter Bruce Wagner's long-gestating satire, here is Flavorwire's list of the 50 best movies about Hollywood.
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avg. score: 11 of 50 (22%)
required scores: 1, 5, 7, 12, 17 
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1
The Player (1992)
The Player (1992)
Rotten Tomatoes®   98%
2
Mulholland Drive (2001)
Mulholland Drive (2001)
Rotten Tomatoes®   84%
3
A Star Is Born (1954)
A Star Is Born (1954)
Rotten Tomatoes®   98%
4
Ed Wood (1994)
Ed Wood (1994)
Rotten Tomatoes®   92%
5
Singin' in the Rain (1952)
Singin' in the Rain (1952)
Rotten Tomatoes®   100%
6
Sunset Boulevard (1950)
Sunset Boulevard (1950)
Rotten Tomatoes®   98%
7
Barton Fink (1991)
Barton Fink (1991)
Rotten Tomatoes®   90%
8
L.A. Confidential (1997)
L.A. Confidential (1997)
Rotten Tomatoes®   99%
9
The Bad and the Beautiful (1952)
The Bad and the Beautiful (1952)
Rotten Tomatoes®   79%
10
State and Main (2000)
State and Main (2000)
Rotten Tomatoes®   85%
11
S.O.B. (1981)
S.O.B. (1981)
Rotten Tomatoes®   81%
12
Sullivan's Travels (1941)
Sullivan's Travels (1941)
Rotten Tomatoes®   100%
13
Adaptation. (2002)
Adaptation. (2002)
Rotten Tomatoes®   90%
14
Bowfinger (1999)
Bowfinger (1999)
Rotten Tomatoes®   81%
15
Get Shorty (1995)
Get Shorty (1995)
Rotten Tomatoes®   88%
16
Somewhere (2010)
Somewhere (2010)
Rotten Tomatoes®   70%
17
Midnight Ramble (1994)
Midnight Ramble (1994)
18
Who Framed Roger Rabbit (1988)
Who Framed Roger Rabbit (1988)
Rotten Tomatoes®   97%
19
Wag the Dog (1997)
Wag the Dog (1997)
Rotten Tomatoes®   86%
20
What Ever Happened to Baby Jane? (1962)
What Ever Happened to Baby Jane? (1962)
Rotten Tomatoes®   92%
21
Inserts (1975)
Inserts (1975)
Rotten Tomatoes®   64%
22
The Day of the Locust (1975)
The Day of the Locust (1975)
Rotten Tomatoes®   65%
23
¡Three Amigos! (1986)
¡Three Amigos! (1986)
Rotten Tomatoes®   45%
24
The Party (1968)
The Party (1968)
Rotten Tomatoes®   83%
25
Boy Meets Girl (1938)
Boy Meets Girl (1938)
Rotten Tomatoes®   70%
26
Mondo Hollywood (1967)
Mondo Hollywood (1967)
27
The World's Greatest Lover (1977)
The World's Greatest Lover (1977)
Rotten Tomatoes®   15%
28
Gods and Monsters (1998)
Gods and Monsters (1998)
Rotten Tomatoes®   96%
29
The Celluloid Closet (1996)
The Celluloid Closet (1996)
Rotten Tomatoes®   97%
30
Val Lewton: The Man in the Shadows (2007)
Val Lewton: The Man in the Shadows (2007)
Rotten Tomatoes®   100%
31
Modern Romance (1981)
Modern Romance (1981)
Rotten Tomatoes®   82%
32
The Last Tycoon (1976)
The Last Tycoon (1976)
Rotten Tomatoes®   41%
33
The Big Picture (1989)
The Big Picture (1989)
Rotten Tomatoes®   88%
34
Valentino (1977)
Valentino (1977)
Rotten Tomatoes®   42%
35
Sherlock, Jr. (1924)
Sherlock, Jr. (1924)
Rotten Tomatoes®   93%
36
Contempt (1963)
Contempt (1963)
Rotten Tomatoes®   92%
37
Silent Movie (1976)
Silent Movie (1976)
Rotten Tomatoes®   81%
38
RKO 281 (1999)
RKO 281 (1999)
Rotten Tomatoes®   92%
39
Hellzapoppin' (1941)
Hellzapoppin' (1941)
40
The Aviator (2004)
The Aviator (2004)
Rotten Tomatoes®   86%
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