The Weston Friendly Society is led by a group of dedicated volunteers that compose the organization's board of directors. Over the decades, this group has been steered by many presidents, who are listed here in alphabetical order:
| Michael Abrahams | David Doneski | John M. Ladensack, Jr. |
| Raymond Alexander | Sheila Dow | Robert W. Little |
| George F. Amadon | Granton H. Dowse | John M. Lord |
| Harry L Bailey | Jerry Dyer | Norman Lowell |
| Samuel C. Bennett | Reginald B. Elwell | Jay Martin |
| Edmund Billings | Richard H. Field | Grant W. Palmer |
| John H. Bishop | Edward Fiske | Henry W. Patterson |
| Everett A. Brotchie | Charles A. Freeman | Edward R. Peirce |
| Henry L. Brown | William Gallagher | Francis Pooler |
| Robert H. Clark | Richard Hersum | Charles O. Richardson |
| Arthur T. Coburn | Albert H. Hews | Horace S. Sears |
| Peter J. Condakes | John Hodges | Albert H. Sibley |
| Amos S. Crane | Craig L. Howard | Betsy Soulé |
| Herbert Crouch | Owen C. Howe | Louis B. Wellington |
| William R. Dewey, Jr. | Charles C. Kenney | Robert Winsor, Jr. |
| Guy Dillaway | William O. Kenney | William T. Wolf |
| Brenton H. Dickson, Jr. |