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, NY. The city's population was 25,388 at the 2000 census. Middletown is a principal city of the Poughkeepsie–Newburgh–Middletown, NY Metropolitian Statistical Area (MSA), which includes all of Dutchess and Orange counties.
Shopping in the area includes the Galleria at Crystal Run, a mall just east of Middletown, and a long retail strip along Route 211 on the east side of town. The downtown area, particularly North Street and East/West Main Street, has a variety of ethnic eateries and various small shops. The city also has movie theaters, the historic Paramount Theatre. Middletown is also the site of the Orange County Fair each summer.
SUNY Orange, previously known as Orange County Community College, is located in Middletown. Orange Regional Medical Center, a hospital completed in 2011, merging the faculties of the former Horton Medical Center and Arden Hill Hospital, located at 707 East Main Street in the Town of Wallkill, is a major employer.