Sister cities of Westport, Connecticut

Westport is a coastal town of colonial origin located on Long Island Sound in Fairfield County, Connecticut, 47 miles (76 km) northeast of New York City in the United States. The town had a population of 26,391 according to the 2010 U.S. Census and in 2008 ranked the tenth wealthiest town in the U.S. with populations between 20,000 and 65,000, and second in the state.

The Westport area had been inhabited by Native Americans for at least 7,500 years before the first permanent European settlers. Five farmers and their families, subsequently known as the Bankside Farmers, arrived at Machamux in 1693 having followed cattle to the isolated area known to the Pequot as the "beautiful land". As the settlement expanded its name changed: briefly known as "Bankside" in 1693, officially named Green's Farm in 1732 in honor of Bankside Farmer John Green and in 1835 incorporated as the Town of Westport.

Agriculture was Westport’s first major industry. By the 19th century, Westport had become a shipping center in part to transport onions to market. In the 20th century a combination of industrialization, and popularity among New Yorkers attracted to fashionable Westport—which had attracted many artists and writers—resulted in farmers selling off their land. Westport changed from a community of farmers to a suburban development. Westport's population grew rapidly from the 1950s to 1970s. This expansion was driven by the town's proximity to New York City, its school system's reputation, “chic New York-type fashion shopping” and the "natural beauty of the town". By the 21st century Westport had developed into a center for finance & insurance (23%) and professional, scientific & technical services (21%).

Westport is home to the Westport Country Playhouse.