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.
Republican primary.
Horace T. Cahill ran unopposed in the Republican primary.
Democratic primary.
Boston mayor Maurice J. Tobin defeated state treasurer Francis X. Hurley for the Democratic nomination for Governor.{| class="wikitable plainrowheaders" 
! scope="col" colspan="2" style="width: 130px"|Party
! scope="col" style="width: 17em"|Candidate
! scope="col" style="width: 5em"|Votes
! scope="col" style="width: 3.5em"|%
! scope="col" style="width: 3.5em"| ;templatestyles src="Template:Tooltip/styles.css" / ;±%
General election.
Results.
! scope="col" colspan="2" style="width: 130px"|Party
! scope="col" style="width: 17em"|Candidate
! scope="col" style="width: 5em"|Votes
! scope="col" style="width: 3.5em"|%
! scope="col" style="width: 3.5em"| ;templatestyles src="Template:Tooltip/styles.css" / ;±%
References.
 ;templatestyles src="Reflist/styles.css" / ;