Betts, Elaine Wiswall (1925-2021) – Headmistress (1984-1995)
Cooke, Helen Temple (1865-1955) – Principal (1899-1932), Head of Dana Hall Schools (1932-1951), and President of Board of Trustees (1927-1955)
Eastman, Julia Arabella (1837-1911) and Sarah Porter (1839-1930) – First principals of Dana Hall School
Erisman, Caroline Kent P2011 – Head of School (2008-2016)
Jenkins, Blair – Head of School (1993-2007)
Johnston, Alnah James P1948 (1896-1987) – Principal (1938-1962)
Phelps, Edith Blakeslee P1968 (1917-2009) – Principal (1963-1973)
Waldo, Dorothy (1885-1960) – Associate Principal (1926-1932), Principal and Associate Head of the Dana Hall Schools (1932-1938)
Wertheimer, Dr. Patricia – Headmistress (1973-1981)