Only eight of the 14 Massachusetts incumbents were re-elected.
Massachusetts redistricted between the 3rd and 4th Congress, dividing itself into 14 districts. The -s were in the District of Maine (the modern state of Maine). A majority was required for election. Additional ballots were required in five districts due to the majority requirement not being met on the first ballot.
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| Theodore Sedgwick
| | Pro-Administration| 1789| | Incumbent re-elected to a new party.
Federalist gain.| nowrap |
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| William Lyman| | Anti-Administration| 1792| | Incumbent re-elected to a new party.
Democratic-Republican gain.| nowrap |
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| colspan=3 | None (district created)| | New seat.
New member elected.
Federalist gain.| nowrap |
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| Dwight Foster
| | Pro-Administration| 1792| | Incumbent re-elected to a new party.
Federalist gain.| nowrap |
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| Peleg Coffin Jr.
| | Pro-Administration| 1792| | Incumbent lost re-election.
New member elected.
Democratic-Republican gain.| nowrap |
|-|
| colspan=3 | None (district created)| | New seat.
New member elected.
Federalist gain.| nowrap |
|-|
| David Cobb
| | Pro-Administration| 1792| | Incumbent lost re-election.
New member elected.
Federalist gain.| nowrap | First ballot :
Second ballot :
Third ballot :
Fourth ballot :
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| Fisher Ames
| | Pro-Administration| 1788| | Incumbent re-elected to a new party.
Federalist gain.| nowrap |
|-|
| Samuel Dexter
| | Pro-Administration| 1792| | Incumbent lost re-election.
New member elected.
Democratic-Republican gain.
| nowrap | First ballot :
Second ballot :
Third ballot :
|-| rowspan=2 |
| Benjamin Goodhue
| | Pro-Administration| 1789| | Incumbent re-elected to a new party.
Federalist gain.| rowspan=2 nowrap |
|-| Samuel Holten
| | Anti-Administration| 1792| | Incumbent lost re-election in a redistricting contest.
Federalist loss.
|-|
| colspan=3 | None (district created)| | New seat.
New member elected.
Federalist gain.| nowrap | First ballot :
Second ballot :
Third ballot :
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| Henry Dearborn
| | Anti-Administration| 1792| | Incumbent re-elected to a new party.
Democratic-Republican gain.| nowrap |
|-|
| Peleg Wadsworth
| | Pro-Administration| 1792| | Incumbent re-elected to a new party.
Federalist gain.| nowrap | First ballot :
Second ballot :
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| George Thatcher
| | Pro-Administration| 1788| | Incumbent re-elected to a new party.
Federalist gain.| nowrap | First ballot :
Second ballot :
|}