Of the 14 Massachusetts incumbents, only half were re-elected.
Massachusetts law required a majority for election, which was not met in the 1st and 6th districts, necessitating a second trial that carried over until 1801.
| District | Incumbent | This race | ||||||
|---|---|---|---|---|---|---|---|---|
| Representative | Party | First elected | Results | Candidates | ||||
| Theodore Sedgwick | Federalist | 1798 | Incumbent retired. New member elected. Democratic-Republican gain. | nowrap | First ballot : John Bacon (Democratic-Republican) 49.3% Ephraim Williams (Federalist) 49.1% Scattering 1.6% Second ballot : √ John Bacon (Democratic-Republican) 59.0% Ephraim Williams (Federalist) 41.0% | |||
| William Shepard | Federalist | 1796 | Incumbent re-elected. | nowrap | √ William Shepard (Federalist) 73.4% William Lyman 12.9% Scattiner 13.8% | |||
| Samuel Lyman | Federalist | 1794 | Incumbent retired. New member elected. Federalist hold. Incumbent then resigned November 6, 1800 and the winner then elected to finish the term, see above. | nowrap | √ Ebenezer Mattoon (Federalist) 75.9% Thomas Dwight (Democratic-Republican) 14.6% Daniel Bigelow 4.9% Scattering 4.6% | |||
| Dwight Foster | Federalist | 1793 | Incumbent resigned June 6, 1800 when elected U.S. Senator. New member elected. Democratic-Republican gain. Winner also elected to finish the term, see above. | nowrap | √ Levi Lincoln Sr. (Democratic-Republican) 52.8% Jabez Upham 41.5% Salem Towne (Federalist) 3.8% Seth Hastings (Federalist) 1.9% | |||
| Lemuel Williams | Federalist | 1798 | Incumbent re-elected. | nowrap | √ Lemuel Williams (Federalist) 61.9% Isaiah L. Green (Democratic-Republican) 26.6% Isaiah Coffin (Democratic-Republican) 11.5% | |||
| John Reed Sr. | Federalist | 1794 | Incumbent retired. New member elected. Democratic-Republican gain. | nowrap | First ballot : Nahum Mitchell (Federalist) 36.2% Josiah Smith (Democratic-Republican) 32.7% Samuel Niles (Democratic-Republican) 8.9% Benjamin Whiteman (Federalist) 6.9% Nathaniel Goodwin (Federalist) 5.9% Daniel Snow (Democratic-Republican) 3.6% Scattering 5.9% Second ballot : √ Josiah Smith (Democratic-Republican) 50.7% Nahum Mitchell (Federalist) 45.4% Samuel Niles (Democratic-Republican) 3.9% | |||
| Phanuel Bishop | Democratic-Republican | 1798 | Incumbent re-elected. | nowrap | √ Phanuel Bishop (Democratic-Republican) 57.6% Elisha May (Federalist) 25.7% Stephen Bullock (Democratic-Republican) 9.9% Laban Wheaton (Federalist) 6.9% | |||
| Harrison Gray Otis | Federalist | 1796 | Incumbent retired. New member elected. Democratic-Republican gain. | nowrap | √ William Eustis (Democratic-Republican) 52.9% Josiah Quincy (Federalist) 47.1% | |||
| Joseph Bradley Varnum | Democratic-Republican | 1794 | Incumbent re-elected. | nowrap | √ Joseph Bradley Varnum (Democratic-Republican) 71.8% Timothy Bigelow (Federalist) 27.2% Others 1.0% | |||
| Samuel Sewall | Federalist | 1796 (Special) | Incumbent resigned January 10, 1800 to become Justice of the Massachusetts Supreme Judicial Court. New member elected. Federalist hold. Winner also elected to finish the term, see above. | nowrap | √ Nathan Read (Federalist) 55.0% Jacob Crowninshield (Democratic-Republican) 44.0% | |||
| Bailey Bartlett | Federalist | 1797 (Special) | Incumbent retired. New member elected. Federalist hold. | nowrap | √ Manasseh Cutler (Federalist) 75.5% Thomas Kitteridge (Democratic-Republican) 21.4% Others 3.1% | |||
| Silas Lee | Federalist | 1798 | Incumbent re-elected. | nowrap | √ Silas Lee (Federalist) 50.8% Henry Dearborn (Democratic-Republican) 45.6% Scattering 3.6% | |||
| Peleg Wadsworth | Federalist | 1792 | Incumbent re-elected. | nowrap | √ Peleg Wadsworth (Federalist) 76.8% John Chandler (Democratic-Republican) 14.1% Stephen Longfellow (Federalist) Scattering 4.7% | |||
| George Thatcher | Federalist | 1788 | Incumbent re-elected. Winner later declined to serve and a special election would be held to fill the vacancy. | nowrap | √ George Thatcher (Federalist) 61.8% Richard Cutts (Democratic-Republican) 38.2% | |||