Originally a distinct suburb of New Haven, The Hill began its urban development in the early 1800s.
The sub-neighborhood south of Columbus Ave now known as Trowbridge Square was established in the 1830s by brothers Nathaniel and Simeon Jocelyn.
African-Americans migrated from the American South, and this neighborhood also served as a stop on the Underground Railroad.
[3] In 1957 a sizable swath of the Hill containing 881 households and 350 businesses was flattened to make way for the Oak Street Connector, a 1.1 mile highway stub that was never extended toward Derby as originally planned.
The Hill neighborhood contains the majority of buildings of Yale-New Haven Hospital and Yale Medical School.