Staples High School is a public high school in Westport, Connecticut, United States. It is named after Horace Staples, who founded the school on April 26, 1884. Westport is one of eight school districts in District Reference Group A.

Westport is a town in Fairfield County, Connecticut, United States, along the Long Island Sound within Connecticut's Gold Coast. It is 48 miles (77 km) northeast of New York City. The town is part of the Western Connecticut Planning Region. Westport's public school system is ranked as the top public school district in Connecticut and 17th best school district in the United States.