The Class of 1959 was Wilton's first graduating class. The present Cider Mill School then served as a junior-senior high school with a total enrollment of 654 students in grades 7-12.
In September 1962, the high school opened in what is now Middlebrook School. In September 1971, a new Wilton High School opened on our current site.
In the fall, 2001, a major expansion project was completed that added approximately 40 percent additional square footage. Today Wilton High School enrolls approximately 1300 students with a staff of approximately 200.
Principal Robert W. O'Donnell 2011-Present
Principal Timothy H. Canty 2004-2011
Principal Deborah Low 1998-2004
Principal John W. Sullivan 1992-1998
Principal Ethel G. Ashby 1988-1992
Principal Donald D. Holt 1976-1988
Principal Tom Bauman 1971-1976
Principal Anton J. Brence 1967-1971
Principal Gordon M. Thomas 1957-1967