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)