The Hill, New Haven

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.

Known at first as the village of Spireworth, this enclave was founded as a rare example of a racially integrated planned community.

[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.

Oak Street, in a section of the Hill that was fully demolished to make way for the Oak Street Connector
Houses along Trowbridge Square
Welch Training School, on the National Register of Historic Places