Middletown is a city in Orange County, New York, United States. It lies in New York's Hudson Valley region, near the Wallkill River and the foothills of the Shawangunk Mountains. Middletown is situated between Port Jervis and Newburgh, New York. The city's population was 25,388 at the 2000 census and 28,086 as of the 2010 census. The zip code is 10940.Middletown is a principal city of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area (MSA), which includes all of Dutchess and Orange counties. The two-county MSA had a population of 621,517 at the 2000 census. A July 1, 2007 estimate placed the population at 669,915. The city also lies along the northern boundary of the New York metropolitan area.

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