| Election Name: | 1944 Vermont gubernatorial election |
| Country: | Vermont |
| Type: | presidential |
| Ongoing: | no |
| Previous Election: | 1942 Vermont gubernatorial election |
| Previous Year: | 1942 |
| Next Election: | 1946 Vermont gubernatorial election |
| Next Year: | 1946 |
| Nominee1: | Mortimer R. Proctor |
| Party1: | Republican Party (United States) |
| Popular Vote1: | 78,907 |
| Percentage1: | 65.9% |
| Party2: | Democratic Party (United States) |
| Nominee2: | Ernest H. Bailey |
| Popular Vote2: | 40,835 |
| Percentage2: | 34.1% |
| Map Size: | 220px |
| Governor | |
| Before Election: | William H. Wills |
| Before Party: | Republican Party (United States) |
| After Election: | Mortimer R. Proctor |
| After Party: | Republican Party (United States) |
The 1944 Vermont gubernatorial election took place on November 7, 1944. Incumbent Republican William H. Wills did not run for re-election to a third term as Governor of Vermont. Republican candidate Mortimer R. Proctor defeated Democratic candidate Ernest H. Bailey to succeed him.