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The 50 most memorable Time Out New York covers

As we celebrate our 1,000th issue, see the highs and lows of the last 20 years of Time Out New York magazine covers

By Nick Leftley
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A lot’s changed in this city since we launched nearly 20 years ago—back then, New York neighborhoods were known for their grit rather than their coffeeshops, affordable apartments were actually a thing, and legend has it that the L train actually kinda worked. Throughout all that tumultuous change, Time Out New York has steadfastly put out a magazine every week showing New Yorkers the absolute best of everything the city has to offer. To celebrate the milestone, we’re looking back at 50 of our covers, some stunning, some funny, some…well, some where we’re just not entirely sure what we were thinking (Kevin Costner’s face on a Christmas tree ornament, we’re looking at you). We’ll let you be the judge of which ones have stood the test of time. 

October 4, 1995

March 27, 1996

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May 22, 1996

July 10, 1996

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June 26, 1996

August 28, 1996

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September 18, 1996

October 24, 1996

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January 9, 1997

April 17, 1997

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May 23, 1997

August 7, 1997

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October 30, 1997

December 24, 1997

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March 5, 1998

November 11, 1998

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November 26, 1998

December 11, 1998

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February 10, 2000

June 15, 2000

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September 25, 2000

January 15, 2001

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September 14, 2001

February 25, 2002

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May 7, 2002

August 14, 2003

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September 25, 2003

October 30, 2003

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December 4, 2003

November 11, 2004

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February 3, 2005

May 19, 2005

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June 16, 2005

September 29, 2005

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October 6, 2006

February 8, 2007

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May 30, 2007

January 8, 2009

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March 25, 2009

April 11, 2010

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August 14, 2010

July 12, 2012

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October 13, 2012

February 20, 2014

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May 12, 2014

July 11, 2014

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September 13, 2014

September 25, 2014

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January 16, 2015

April 15, 2015

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