The Wooster Square neighborhood consists of the area between the Amtrak railroad tracks (serving as the boundary with Downtown New Haven) and Interstate 91 (between Exits 1 and 3), bounded on the south by the Oak Street Connector.

[3] By the late 19th century, increased industrial activity in the vicinity made Wooster Square less desirable as a residential neighborhood, and Italian immigrant families began to move in and operate small stores out of their homes.

[2][3] Wooster Square made headlines on June 24, 2020, when its Christopher Columbus statue was removed by a city-hired crew in the aftermath of the George Floyd Protests.

[4][5] Wooster Square is home to restaurants and bakeries known for their pizza and Italian pastries, local businesses, and a weekly farmer's market, City Seed.

A sycamore tree on the west side of Wooster Square Park has been said by some observers to resemble an outline image of Jesus Christ.