Wellesley High School is a public high school in Wellesley, Massachusetts, United States, educating students on grades 9 through 12. The principal is Jamie Chisum, who took the position in 2014 after the departure of Andrew Keough. As of 2023, the school serves 1420 students. In 2022 it was ranked the 32nd best high school in Massachusetts and the 785th best public high school in the nation by U.S. News & World Report.

Wellesley is a town in Norfolk County, Massachusetts, United States. Wellesley is part of Greater Boston. The population was 29,550 at the time of the 2020 census. Wellesley College, Babson College, and a campus of Massachusetts Bay Community College are located in the town.