Wooster Square is a neighborhood in the city of New Haven, Connecticut to the east of downtown. The name refers to a park square (named for the American Revolutionary War hero, David Wooster) located between Greene Street, Wooster Place, Chapel Street and Academy Street in the center of the neighborhood. Wooster Square is also known as Little Italy: a bastion of Italian American culture and cuisine, and is home to some of New Haven's (and the country's), best-known pizza (specifically, apizza) eateries, including Frank Pepe Pizzeria Napoletana and Sally's Apizza. The square and much of the neighborhood are included in the Wooster Square Historic District, which was listed on the National Register of Historic Places in 1971.
An annual Cherry Blossom Festival in Wooster Square Park commemorates the planting of 72 Yoshino Japanese cherry blossom trees in 1973 by the New Haven Historic Commission in collaboration with the New Haven Parks Department and neighborhood residents. The festival, founded and organized by the Historic Wooster Square Association, has grown from a modest event in the early 1970s with a local band entertaining a handful of neighbors under lighted trees to a major New Haven event that in 2016 attracted over 10,000 visitors.