Located in upper Westchester County, but in downstate New York state.
Anything below the Capital District (Albany, Schenectady, Rensslaer) is downstate. Maybe you should consult a county map of New York State sometime.
by Omega Death May 8, 2005
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A dangerous city in downstate New York where one who goes to Peekskill is at risk for a robbery.
I have to go to Peekskill for an appointment. I hope I do not get robbed.
by nobody9929 November 4, 2011
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Peekskill is upstate. Think about it, where does Peekskill have more in common with, Yonkers or Newburgh? Hell, it's probably even closer to Newburgh!
I'm surprised someone from Hartsdale wouldn't agree with me that anything north of Tarrytown is upstate...
by George Bush July 5, 2005
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A proud member of the FSA (Free Stuff Army). There is a ranking system based on generation of membership in the FSA, and how well one lives off the man. Experienced in filling out the Man's forms correctly for greatest benefits Expert in using OPM (other People's Money) and possesses great knowledge of OTB (Off the Books), especially in employment and savings.
I am having trouble filing out my Food Stamp Application. I will have to ask some Peekskill People how to get all my monies. But we will have to wait until afternoon, when they finally get out of bed.
by Jan Peek April 5, 2015
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When a Sweet Ass decides to sneak a peek at his boyfriend's package while he is in the shower.
Sweet Ass opened the shower curtain for a Peekskill Peek-A-Boo.

by DuRagHater March 26, 2009
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