Bridgeport, Connecticut, is known as “Park City,” because almost every neighborhood has its own park. Hills surround the 19.3 square-mile city, which is located on Long Island Sound at the mouth of the Pequonnock River. Established in 1821, today it has a median age of 34.6 (2022). The financial, manufacturing, government, education, healthcare, trade, transportation, and utilities industries are the main drivers of its economy.

Home of Yale University, New Haven, Connecticut, is a seaside metropolitan area located on New Haven Harbour. Founded in 1638, the 20.1 square-mile city today has many distinct neighborhoods that spread out in a spider-web like pattern from the grid layout of downtown. Its median age is 30.7 (2022), and most residents are professionals, service providers, or sales and office workers.

Stamford, Connecticut, has something for everyone: from bustling downtown attractions to waterfront parks and marinas to quieter northern neighborhoods. The 52 square-mile city was founded in 1641. Today, its curvilinear streets and location on Long Island Sound add to its charm. Its median age is 37.9 (2022). Major industries include retail, tourism, transportation, healthcare, technology, telecommunications, and financial services.

Waterbury, Connecticut, settled in 1674 on the Naugatuck River, became the country’s largest producer of brass products. Today, ethnic communities distinguish “Brass City,” which consists of 28.9 square-miles of mostly flat terrain, except for a few hills in the northwest and southeast sections. Its median age is 36.4 (2022). Many residents work in sales and services, and many commute to nearby cities such as Torrington, Southington, Thomaston, Winchester, or Putnam.