| 1826–1828 | Rev. Jasper Adams |
| 1830–1835 | Rev. Richard S. Mason |
| 1836–1858 | Rev. Benjamin Hale |
| 1858–1867 | Rev. Abner Jackson |
| 1868–1869 | Rev. James K. Stone |
| 1869–1871 | Rev. James Rankine |
| 1871–1876 | Rev. Maunsell Van Rensselaer |
| 1876 | Rev. William S. Perry |
| 1876–1883 | Rev. Robert G. Hinsdale |
| 1884–1897 | Rev. Eliphalet N. Potter |
| 1897–1902 | Rev. Robert E. Jones |
| 1902–1912 | Rev. Langdon C. Stewardson |
| 1913–1918 | Rev. Lyman P. Powell |
| 1919–1936 | Rev. Murray Bartlett |
| 1936–1942 | William A. Eddy |
| 1942–1947 | John M. Potter |
| 1947–1948 | Walter H. Durfee |
| 1948–1955 | Alan W. Brown |
| 1956 | Horace Newton Hubbs |
| 1956–1966 | Rev. Louis M. Hirshson |
| 1966–1968 | Albert E. Holland |
| 1969–1970 | Beverley D. Causey, Jr. |
| 1970–1982 | Allan A. Kuusisto |
| 1982–1991 | Carroll W. Brewster |
| 1991–1999 | Richard H. Hersh |
| 1999–2017 | Mark D. Gearan |
| 2017–2018 | Gregory J. Vincent '83 |
| 2018–2019 | Patrick A. McGuire* |
| 2019–2022 | Joyce P. Jacobsen |
| 2022–Present | Mark D. Gearan |
*Indicates Acting or Interim President
HWS Presidents' Holiday Cards
