| Election Name: | 1944 Massachusetts gubernatorial election |
| Country: | Massachusetts |
| Flag Year: | 1908 |
| Type: | presidential |
| Ongoing: | no |
| Previous Election: | 1942 Massachusetts gubernatorial election |
| Previous Year: | 1942 |
| Next Election: | 1946 Massachusetts gubernatorial election |
| Next Year: | 1946 |
| Election Date: | November 7, 1944 |
| Image1: | Maurice J. Tobin (1).jpg |
| Nominee1: | Maurice J. Tobin |
| Party1: | Democratic Party (United States) |
| Popular Vote1: | 1,048,284 |
| Percentage1: | 53.6% |
| Nominee2: | Horace T. Cahill |
| Party2: | Republican Party (United States) |
| Popular Vote2: | 897,708 |
| Percentage2: | 46.0% |
| Map Size: | 250px |
| Governor | |
| Before Election: | Leverett Saltonstall |
| Before Party: | Republican Party (United States) |
| After Election: | Maurice J. Tobin |
| After Party: | Democratic Party (United States) |
The 1944 Massachusetts gubernatorial election was held on November 7, 1944. Incumbent Republican governor Leverett Saltonstall did not run for reelection, choosing instead to run in the United States Senate special election to succeed Henry Cabot Lodge Jr. In the open race to succeed him, Democratic mayor of Boston Maurice J. Tobin defeated Republican lieutenant governor Horace T. Cahill.
Horace T. Cahill ran unopposed in the Republican primary.
Boston mayor Maurice J. Tobin defeated state treasurer Francis X. Hurley for the Democratic nomination for Governor.