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. As of the 2010 United States Census, the city's population was 28,086, reflecting an increase of 2,698 from the 25,388 counted in the 2000 Census. The zip code is 10940. Middletown falls within the Poughkeepsie–Newburgh–Middletown Metropolitan Statistical Area, which belongs to the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical Area.
Middletown was incorporated as a city in 1888. It grew in the 19th and early 20th centuries as a stop on several lower New York State railroads, attracting several small manufacturing businesses. The surrounding area is partly devoted to small dairy farms. Mediacom Communications Corp, the Galleria at Crystal Run, SUNY Orange, Walmart, Touro College of Osteopathic Medicine, and the Times Herald-Record are major employers in Middletown.