Austin, Texas: as evidenced by Austin City Limits (1975), Whip It (2009), etc....
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#2
Barcelona, Spain: as evidenced by Barcelona (1994), Vicky Cristina Barcelona (2008), etc....
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#3
Berlin, Germany: as evidenced by Berlin Calling (2008), 24 Hours Berlin (2009), Mietrebellen - Widerstand gegen den Ausverkauf der Stadt (2014)
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Kyle Schmid, Meaghan Rath, Sam Witwer, Alexandra Ordolis, and Jennifer Miller in Being Human (2011)
Boston, Massachusetts: as evidenced by Being Human (2011), Two Guys, a Girl and a Pizza Place (1998), etc....
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Zosia Mamet, Lena Dunham, Jemima Kirke, and Allison Williams in Girls (2012)
Brooklyn, NYC, New York: as evidenced by Girls (2012), Bored to Death (2009), Frances Ha (2012), etc....
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Ira Glass in This American Life (2007)
Chicago, Illinois: as evidenced by This American Life (2007), High Fidelity (2000), etc....
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Bill Bailey, Tamsin Greig, and Dylan Moran in Black Books (2000)
London, England: as evidenced by Black Books (2000), Nathan Barley (2005), etc....
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Zooey Deschanel, Max Greenfield, Lamorne Morris, and Jake Johnson in New Girl (2011)
Los Angeles, California: as evidenced by New Girl (2011), Artifact (2012), Short Term 12 (2013), etc....
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Woody Allen, Diane Keaton, and Liv Ullmann in Annie Hall (1977)
Manhattan, NYC, New York: as evidenced by uberhipster, Woody Allen's Annie Hall (1977), Stardust Memories (1980), etc....
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Mary Frann, Jennifer Holmes, Steven Kampmann, Bob Newhart, and Tom Poston in Newhart (1982)
Montpelier, Vermont: as evidenced by Newhart (1982) I know that the show takes place in Norwich, Vermont which is an hour's drive away from Montpelier. But since we're talking about Vermont, that detail is po(TAY)to/po(TAH)to. Stop nitpicking! ;-)
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Fred Armisen and Carrie Brownstein in Portlandia (2011)
Portland, Oregon: as evidenced by Portlandia (2011)
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Don McKellar, Daniel MacIvor, Molly Parker, and Callum Keith Rennie in Twitch City (1998)
Toronto, Canada: as evidenced by Twitch City (1998), The Kids in the Hall (1988), etc....
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Edward Norton and Brad Pitt star
Seattle, Washington: as evidenced by Fight Club (1999)
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Ewan McGregor, Robert Carlyle, Jonny Lee Miller, Ewen Bremner, and Kevin McKidd in Trainspotting (1996)
Edinburgh, Scotland: evidenced by Trainspotting (1996)
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Mae Whitman, Ezra Miller, and Erin Wilhelmi in The Perks of Being a Wallflower (2012)
Pittsburgh, Pennsylvania: as evidenced by The Perks of Being a Wallflower (2012)
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#16
Paris, France: as evidenced by Amelie (2001)
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Bill Murray and Scarlett Johansson in Lost in Translation (2003)
Tokyo, Japan: as evidenced by Lost in Translation (2003)
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#18
Houston, Texas: as evidenced by Rushmore (1998)
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#19
Omaha, Nebraska: as evidenced by Election (1999)
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Johnny Depp, Mary Stuart Masterson, and Aidan Quinn in Benny & Joon (1993)
Spokane, Washington: as evidenced by Benny & Joon (1993)
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Harvey Pekar and Joyce Brabner in American Splendor (2003)
Cleveland, Ohio: as evidenced by American Splendor (2003)
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Glen Hansard, Hugh Walsh, Markéta Irglová, Gerard Hendrick, and Alaistair Foley in Once (2007)
Dublin, Ireland: as evidenced by Once (2006)
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Therese, Lux, Mary and Bonnie Lisbon
Grosse Pointe, Michigan: as evidenced by The Virgin Suicides (1999) and Grosse Pointe Blank (1997)
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Joseph Mazzello, Justin Timberlake, Christopher Khai, and Kyle Fain in The Social Network (2010)
San Francisco, California: as evidenced by The Social Network (2010), Bullitt (1968), etc....
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Dino Stamatopoulos in Community (2009)
There is another city not named in the above list that outhipsters the ones on the list.