List of municipalities in Massachusetts
is a state located in the Northeastern United States. Municipalities in the state are classified as either towns or cities, distinguished by their form of government under state law. Towns have an open town meeting or representative town meeting form of government; cities, on the other hand, use a mayor-council or council-manager form. Based on the form of government, as of 2023, there are 292 towns and 59 cities in Massachusetts. Over time, many towns have voted to become cities; 14 municipalities still refer to themselves as "towns" even though they have a city form of government.
The Census Bureau classifies towns in Massachusetts as a type of "minor civil division" and cities as a type of "populated place". However, from the perspective of Massachusetts law, politics, and geography, cities and towns are the same type of municipal unit, differing primarily in their form of government and some state laws which set different rules for each type.
There is no unincorporated land in Massachusetts. The land area of the state is completely divided up among the 351 municipalities.
Largest cities
List of municipalities
| Municipality | Type | County | Form of government | Population | Total area | Land area | Year established |
| Boston | City | Suffolk | Mayor-Council | 675,647 | 89.6 sq mi | 48.3 sq mi | 1630 |
| Worcester | City | Worcester | Mayor-Manager-Council | 206,518 | 38.5 sq mi | 37.4 sq mi | 1722 |
| Springfield | City | Hampden | Mayor-Council | 155,929 | 33.1 sq mi | 31.9 sq mi | 1636 |
| Cambridge | City | Middlesex | Mayor-Manager-Council | 118,403 | 7.1 sq mi | 6.4 sq mi | 1636 |
| Lowell | City | Middlesex | Mayor-Manager-Council | 115,554 | 14.5 sq mi | 13.6 sq mi | 1826 |
| Brockton | City | Plymouth | Mayor-Council | 105,643 | 21.5 sq mi | 21.3 sq mi | 1821 |
| Quincy | City | Norfolk | Mayor-Council | 101,636 | 26.9 sq mi | 16.6 sq mi | 1792 |
| Lynn | City | Essex | Mayor-Council | 101,253 | 13.5 sq mi | 10.7 sq mi | 1629 |
| New Bedford | City | Bristol | Mayor-Council | 101,079 | 24.1 sq mi | 20.0 sq mi | 1787 |
| Fall River | City | Bristol | Mayor-Council | 94,000 | 40.2 sq mi | 33.1 sq mi | 1803 |
| Lawrence | City | Essex | Mayor-Council | 89,143 | 7.4 sq mi | 6.9 sq mi | 1847 |
| Newton | City | Middlesex | Mayor-Council | 88,923 | 18.2 sq mi | 17.8 sq mi | 1688 |
| Somerville | City | Middlesex | Mayor-Council | 81,045 | 4.2 sq mi | 4.1 sq mi | 1842 |
| Framingham | City | Middlesex | Mayor-Council | 72,362 | 26.5 sq mi | 25.0 sq mi | 1700 |
| Haverhill | City | Essex | Mayor-Council | 67,787 | 35.7 sq mi | 33.0 sq mi | 1641 |
| Malden | City | Middlesex | Mayor-Council | 66,263 | 5.1 sq mi | 5.0 sq mi | 1649 |
| Waltham | City | Middlesex | Mayor-Council | 65,218 | 13.8 sq mi | 12.7 sq mi | 1738 |
| Brookline | Town | Norfolk | Representative town meeting | 63,191 | 6.8 sq mi | 6.8 sq mi | 1705 |
| Revere | City | Suffolk | Mayor-Council | 62,186 | 10.1 sq mi | 5.7 sq mi | 1846 |
| Plymouth | Town | Plymouth | Representative town meeting | 61,217 | 134.0 sq mi | 96.5 sq mi | 1620 |
| Medford | City | Middlesex | Mayor-Council | 59,659 | 8.7 sq mi | 8.1 sq mi | 1630 |
| Taunton | City | Bristol | Mayor-Council | 59,408 | 48.4 sq mi | 46.7 sq mi | 1639 |
| Weymouth | City | Norfolk | Mayor-Council | 57,437 | 21.6 sq mi | 16.8 sq mi | 1635 |
| Chicopee | City | Hampden | Mayor-Council | 55,560 | 23.9 sq mi | 22.9 sq mi | 1848 |
| Peabody | City | Essex | Mayor-Council | 54,481 | 16.8 sq mi | 16.2 sq mi | 1868 |
| Methuen | City | Essex | Mayor-Council | 53,039 | 23.0 sq mi | 22.2 sq mi | 1725 |
| Everett | City | Middlesex | Mayor-Council | 49,075 | 3.7 sq mi | 3.4 sq mi | 1870 |
| Barnstable | City | Barnstable | Manager-Council | 48,916 | 76.5 sq mi | 59.3 sq mi | 1639 |
| Attleboro | City | Bristol | Mayor-Council | 46,461 | 27.8 sq mi | 26.8 sq mi | 1694 |
| Arlington | Town | Middlesex | Representative town meeting | 46,308 | 5.5 sq mi | 5.0 sq mi | 1807 |
| Salem | City | Essex | Mayor-Council | 44,480 | 18.3 sq mi | 8.3 sq mi | 1626 |
| Pittsfield | City | Berkshire | Mayor-Council | 43,927 | 42.5 sq mi | 40.5 sq mi | 1761 |
| Leominster | City | Worcester | Mayor-Council | 43,782 | 29.7 sq mi | 28.9 sq mi | 1740 |
| Beverly | City | Essex | Mayor-Council | 42,670 | 22.6 sq mi | 15.1 sq mi | 1668 |
| Billerica | Town | Middlesex | Representative town meeting | 42,119 | 26.4 sq mi | 25.9 sq mi | 1655 |
| Fitchburg | City | Worcester | Mayor-Council | 41,946 | 28.1 sq mi | 27.8 sq mi | 1764 |
| Marlborough | City | Middlesex | Mayor-Council | 41,793 | 22.1 sq mi | 20.9 sq mi | 1660 |
| Woburn | City | Middlesex | Mayor-Council | 40,876 | 12.9 sq mi | 12.7 sq mi | 1642 |
| Westfield | City | Hampden | Mayor-Council | 40,834 | 47.3 sq mi | 46.3 sq mi | 1669 |
| Chelsea | City | Suffolk | Manager-Council | 40,787 | 2.5 sq mi | 2.2 sq mi | 1739 |
| Amherst | City | Hampshire | Manager-Council | 39,263 | 27.7 sq mi | 27.6 sq mi | 1775 |
| Braintree | City | Norfolk | Mayor-Council | 39,143 | 14.6 sq mi | 13.8 sq mi | 1640 |
| Shrewsbury | Town | Worcester | Representative town meeting | 38,325 | 21.7 sq mi | 20.7 sq mi | 1727 |
| Holyoke | City | Hampden | Mayor-Council | 38,238 | 22.8 sq mi | 21.2 sq mi | 1850 |
| Natick | Town | Middlesex | Representative town meeting | 37,006 | 16.1 sq mi | 15.1 sq mi | 1781 |
| Andover | Town | Essex | Open town meeting | 36,569 | 32.1 sq mi | 31.0 sq mi | 1646 |
| Chelmsford | Town | Middlesex | Representative town meeting | 36,392 | 23.2 sq mi | 22.7 sq mi | 1655 |
| Watertown | City | Middlesex | Manager-Council | 35,329 | 4.1 sq mi | 4.0 sq mi | 1630 |
| Randolph | City | Norfolk | Manager-Council | 34,984 | 10.5 sq mi | 10.1 sq mi | 1793 |
| Lexington | Town | Middlesex | Representative town meeting | 34,454 | 16.5 sq mi | 16.4 sq mi | 1713 |
| Dartmouth | Town | Bristol | Representative town meeting | 33,783 | 97.5 sq mi | 60.9 sq mi | 1664 |
| Franklin | City | Norfolk | Administrator-Council | 33,261 | 27.0 sq mi | 26.6 sq mi | 1778 |
| Dracut | Town | Middlesex | Open town meeting | 32,617 | 21.4 sq mi | 20.9 sq mi | 1701 |
| Falmouth | Town | Barnstable | Representative town meeting | 32,517 | 54.4 sq mi | 44.1 sq mi | 1686 |
| Needham | Town | Norfolk | Representative town meeting | 32,091 | 12.7 sq mi | 12.6 sq mi | 1711 |
| Norwood | Town | Norfolk | Representative town meeting | 31,611 | 10.6 sq mi | 10.5 sq mi | 1872 |
| Tewksbury | Town | Middlesex | Open town meeting | 31,342 | 21.1 sq mi | 20.7 sq mi | 1734 |
| North Andover | Town | Essex | Open town meeting | 30,915 | 27.8 sq mi | 26.3 sq mi | 1855 |
| North Attleborough | City | Bristol | Manager-Council | 30,834 | 19.1 sq mi | 18.6 sq mi | 1887 |
| Milford | Town | Worcester | Representative town meeting | 30,379 | 14.9 sq mi | 14.6 sq mi | 1780 |
| Melrose | City | Middlesex | Mayor-Council | 29,817 | 4.8 sq mi | 4.7 sq mi | 1850 |
| Gloucester | City | Essex | Mayor-Council | 29,729 | 41.5 sq mi | 26.2 sq mi | 1623 |
| Northampton | City | Hampshire | Mayor-Council | 29,571 | 35.8 sq mi | 34.2 sq mi | 1654 |
| Wellesley | Town | Norfolk | Representative town meeting | 29,550 | 10.5 sq mi | 10.2 sq mi | 1881 |
| Stoughton | Town | Norfolk | Representative town meeting | 29,281 | 16.3 sq mi | 16.0 sq mi | 1726 |
| West Springfield | City | Hampden | Mayor-Council | 28,835 | 17.5 sq mi | 16.7 sq mi | 1774 |
| Agawam | City | Hampden | Mayor-Council | 28,692 | 24.3 sq mi | 23.3 sq mi | 1855 |
| Bridgewater | City | Plymouth | Manager-Council | 28,633 | 28.2 sq mi | 27.5 sq mi | 1656 |
| Milton | Town | Norfolk | Representative town meeting | 28,630 | 13.3 sq mi | 13.0 sq mi | 1662 |
| Saugus | Town | Essex | Representative town meeting | 28,619 | 11.8 sq mi | 10.8 sq mi | 1815 |
| Danvers | Town | Essex | Representative town meeting | 28,087 | 14.1 sq mi | 13.3 sq mi | 1775 |
| Belmont | Town | Middlesex | Representative town meeting | 27,295 | 4.7 sq mi | 4.7 sq mi | 1859 |
| Wakefield | Town | Middlesex | Open town meeting | 27,090 | 7.9 sq mi | 7.5 sq mi | 1812 |
| Walpole | Town | Norfolk | Representative town meeting | 26,383 | 21.0 sq mi | 20.5 sq mi | 1724 |
| Burlington | Town | Middlesex | Representative town meeting | 26,377 | 11.9 sq mi | 11.8 sq mi | 1799 |
| Marshfield | Town | Plymouth | Open town meeting | 25,825 | 31.7 sq mi | 28.5 sq mi | 1640 |
| Reading | Town | Middlesex | Representative town meeting | 25,518 | 9.9 sq mi | 9.9 sq mi | 1644 |
| Dedham | Town | Norfolk | Representative town meeting | 25,364 | 10.6 sq mi | 10.5 sq mi | 1636 |
| Easton | Town | Bristol | Open town meeting | 25,058 | 29.2 sq mi | 28.4 sq mi | 1725 |
| Yarmouth | Town | Barnstable | Open town meeting | 25,023 | 28.2 sq mi | 24.1 sq mi | 1639 |
| Westford | Town | Middlesex | Open town meeting | 24,643 | 31.3 sq mi | 30.6 sq mi | 1729 |
| Canton | Town | Norfolk | Open town meeting | 24,370 | 19.6 sq mi | 18.9 sq mi | 1797 |
| Hingham | Town | Plymouth | Open town meeting | 24,284 | 26.3 sq mi | 22.2 sq mi | 1635 |
| Middleborough | Town | Plymouth | Open town meeting | 24,245 | 72.2 sq mi | 69.1 sq mi | 1669 |
| Acton | Town | Middlesex | Open town meeting | 24,021 | 20.3 sq mi | 20.0 sq mi | 1735 |
| Mansfield | Town | Bristol | Open town meeting | 23,860 | 20.7 sq mi | 20.5 sq mi | 1775 |
| Wilmington | Town | Middlesex | Open town meeting | 23,349 | 17.2 sq mi | 17.1 sq mi | 1730 |
| Wareham | Town | Plymouth | Open town meeting | 23,303 | 46.3 sq mi | 35.8 sq mi | 1739 |
| Stoneham | Town | Middlesex | Open town meeting | 23,244 | 6.7 sq mi | 6.2 sq mi | 1725 |
| Winchester | Town | Middlesex | Representative town meeting | 22,970 | 6.3 sq mi | 6.0 sq mi | 1850 |
| Westborough | Town | Worcester | Open town meeting | 21,567 | 21.6 sq mi | 20.5 sq mi | 1717 |
| Gardner | City | Worcester | Mayor-Council | 21,287 | 23.0 sq mi | 22.1 sq mi | 1785 |
| Ludlow | Town | Hampden | Representative town meeting | 21,002 | 28.2 sq mi | 27.2 sq mi | 1775 |
| Bourne | Town | Barnstable | Open town meeting | 20,452 | 52.9 sq mi | 40.7 sq mi | 1884 |
| Marblehead | Town | Essex | Open town meeting | 20,441 | 19.6 sq mi | 4.4 sq mi | 1629 |
| Sandwich | Town | Barnstable | Open town meeting | 20,259 | 44.2 sq mi | 42.7 sq mi | 1638 |
| Hudson | Town | Middlesex | Open town meeting | 20,092 | 11.8 sq mi | 11.5 sq mi | 1866 |
| Holden | Town | Worcester | Open town meeting | 19,905 | 36.2 sq mi | 35.0 sq mi | 1741 |
| Grafton | Town | Worcester | Open town meeting | 19,664 | 23.3 sq mi | 22.7 sq mi | 1735 |
| Winthrop | City | Suffolk | Manager-Council | 19,316 | 8.3 sq mi | 2.0 sq mi | 1852 |
| Norton | Town | Bristol | Open town meeting | 19,202 | 29.8 sq mi | 28.7 sq mi | 1711 |
| Scituate | Town | Plymouth | Open town meeting | 19,063 | 31.8 sq mi | 17.6 sq mi | 1636 |
| Sudbury | Town | Middlesex | Open town meeting | 18,934 | 24.6 sq mi | 24.4 sq mi | 1639 |
| Ashland | Town | Middlesex | Open town meeting | 18,832 | 12.9 sq mi | 12.4 sq mi | 1846 |
| Hopkinton | Town | Middlesex | Open town meeting | 18,758 | 28.2 sq mi | 26.6 sq mi | 1715 |
| Foxborough | Town | Norfolk | Open town meeting | 18,618 | 20.9 sq mi | 20.1 sq mi | 1778 |
| Sharon | Town | Norfolk | Open town meeting | 18,575 | 24.2 sq mi | 23.3 sq mi | 1775 |
| Concord | Town | Middlesex | Open town meeting | 18,491 | 25.9 sq mi | 24.9 sq mi | 1635 |
| Pembroke | Town | Plymouth | Open town meeting | 18,361 | 23.5 sq mi | 21.8 sq mi | 1712 |
| Somerset | Town | Bristol | Open town meeting | 18,303 | 12.0 sq mi | 8.1 sq mi | 1790 |
| Newburyport | City | Essex | Mayor-Council | 18,289 | 10.7 sq mi | 8.3 sq mi | 1764 |
| South Hadley | Town | Hampshire | Representative town meeting | 18,150 | 18.4 sq mi | 17.7 sq mi | 1775 |
| Rockland | Town | Plymouth | Open town meeting | 17,803 | 10.1 sq mi | 10.0 sq mi | 1874 |
| Webster | Town | Worcester | Open town meeting | 17,776 | 14.5 sq mi | 12.5 sq mi | 1832 |
| Greenfield | City | Franklin | Mayor-Council | 17,768 | 21.9 sq mi | 21.4 sq mi | 1775 |
| Southbridge | City | Worcester | Manager-Council | 17,740 | 20.9 sq mi | 20.2 sq mi | 1816 |
| Amesbury | City | Essex | Mayor-Council | 17,366 | 13.7 sq mi | 12.3 sq mi | 1668 |
| Swansea | Town | Bristol | Open town meeting | 17,144 | 25.5 sq mi | 23.1 sq mi | 1667 |
| Abington | Town | Plymouth | Open town meeting | 17,062 | 9.9 sq mi | 9.7 sq mi | 1712 |
| Bellingham | Town | Norfolk | Open town meeting | 16,945 | 19.0 sq mi | 18.5 sq mi | 1719 |
| Auburn | Town | Worcester | Representative town meeting | 16,889 | 16.4 sq mi | 15.4 sq mi | 1778 |
| East Longmeadow | City | Hampden | Manager-Council | 16,430 | 13.0 sq mi | 13.0 sq mi | 1894 |
| Westport | Town | Bristol | Open town meeting | 16,339 | 64.4 sq mi | 50.1 sq mi | 1787 |
| Northbridge | Town | Worcester | Open town meeting | 16,335 | 18.1 sq mi | 17.2 sq mi | 1775 |
| Westwood | Town | Norfolk | Open town meeting | 16,266 | 11.1 sq mi | 11.0 sq mi | 1897 |
| Easthampton | City | Hampshire | Mayor-Council | 16,211 | 13.6 sq mi | 13.3 sq mi | 1809 |
| Duxbury | Town | Plymouth | Open town meeting | 16,090 | 37.6 sq mi | 23.8 sq mi | 1637 |
| Fairhaven | Town | Bristol | Representative town meeting | 15,924 | 14.1 sq mi | 12.4 sq mi | 1812 |
| Longmeadow | Town | Hampden | Open town meeting | 15,853 | 9.7 sq mi | 9.1 sq mi | 1783 |
| Northborough | Town | Worcester | Open town meeting | 15,741 | 18.8 sq mi | 18.5 sq mi | 1775 |
| North Reading | Town | Middlesex | Open town meeting | 15,554 | 13.5 sq mi | 13.3 sq mi | 1853 |
| Seekonk | Town | Bristol | Open town meeting | 15,531 | 18.3 sq mi | 18.2 sq mi | 1812 |
| Clinton | Town | Worcester | Open town meeting | 15,428 | 7.3 sq mi | 5.7 sq mi | 1850 |
| Belchertown | Town | Hampshire | Open town meeting | 15,350 | 55.4 sq mi | 52.7 sq mi | 1761 |
| Raynham | Town | Bristol | Open town meeting | 15,142 | 20.9 sq mi | 20.5 sq mi | 1731 |
| Whitman | Town | Plymouth | Open town meeting | 15,121 | 7.1 sq mi | 7.0 sq mi | 1875 |
| Swampscott | Town | Essex | Representative town meeting | 15,111 | 6.7 sq mi | 3.1 sq mi | 1852 |
| Mashpee | Town | Barnstable | Open town meeting | 15,060 | 27.2 sq mi | 23.4 sq mi | 1870 |
| Holliston | Town | Middlesex | Open town meeting | 14,996 | 19.0 sq mi | 18.7 sq mi | 1724 |
| Hanover | Town | Plymouth | Open town meeting | 14,833 | 15.7 sq mi | 15.6 sq mi | 1727 |
| Dennis | Town | Barnstable | Open town meeting | 14,674 | 22.3 sq mi | 20.5 sq mi | 1793 |
| Wilbraham | Town | Hampden | Open town meeting | 14,613 | 22.4 sq mi | 22.2 sq mi | 1763 |
| East Bridgewater | Town | Plymouth | Open town meeting | 14,440 | 17.5 sq mi | 17.2 sq mi | 1823 |
| Bedford | Town | Middlesex | Open town meeting | 14,383 | 13.9 sq mi | 13.7 sq mi | 1729 |
| Nantucket | Town | Nantucket | Open town meeting | 14,255 | 105.3 sq mi | 47.8 sq mi | 1671 |
| Uxbridge | Town | Worcester | Open town meeting | 14,162 | 30.4 sq mi | 29.5 sq mi | 1727 |
| Wayland | Town | Middlesex | Open town meeting | 13,943 | 15.9 sq mi | 15.2 sq mi | 1780 |
| Millbury | Town | Worcester | Open town meeting | 13,831 | 16.3 sq mi | 15.7 sq mi | 1813 |
| Ipswich | Town | Essex | Open town meeting | 13,785 | 42.5 sq mi | 32.1 sq mi | 1634 |
| Kingston | Town | Plymouth | Open town meeting | 13,708 | 20.5 sq mi | 18.6 sq mi | 1726 |
| Harwich | Town | Barnstable | Open town meeting | 13,440 | 33.1 sq mi | 20.9 sq mi | 1694 |
| Oxford | Town | Worcester | Open town meeting | 13,347 | 27.5 sq mi | 26.6 sq mi | 1713 |
| Charlton | Town | Worcester | Open town meeting | 13,315 | 43.8 sq mi | 42.5 sq mi | 1755 |
| Medway | Town | Norfolk | Open town meeting | 13,115 | 11.5 sq mi | 11.5 sq mi | 1713 |
| Lynnfield | Town | Essex | Open town meeting | 13,000 | 10.5 sq mi | 9.9 sq mi | 1814 |
| North Adams | City | Berkshire | Mayor-Council | 12,961 | 20.6 sq mi | 20.4 sq mi | 1878 |
| Medfield | Town | Norfolk | Open town meeting | 12,799 | 14.6 sq mi | 14.5 sq mi | 1651 |
| Rehoboth | Town | Bristol | Open town meeting | 12,502 | 46.8 sq mi | 46.5 sq mi | 1645 |
| Palmer | City | Hampden | Manager-Council | 12,448 | 32.0 sq mi | 31.6 sq mi | 1775 |
| Tyngsborough | Town | Middlesex | Open town meeting | 12,380 | 18.1 sq mi | 16.9 sq mi | 1809 |
| Wrentham | Town | Norfolk | Open town meeting | 12,178 | 22.9 sq mi | 22.2 sq mi | 1673 |
| Spencer | Town | Worcester | Open town meeting | 11,992 | 34.1 sq mi | 32.9 sq mi | 1775 |
| Athol | Town | Worcester | Open town meeting | 11,945 | 33.4 sq mi | 32.6 sq mi | 1762 |
| Dudley | Town | Worcester | Open town meeting | 11,921 | 22.1 sq mi | 21.1 sq mi | 1732 |
| Weston | Town | Middlesex | Open town meeting | 11,851 | 17.3 sq mi | 17.0 sq mi | 1713 |
| Lunenburg | Town | Worcester | Open town meeting | 11,782 | 27.7 sq mi | 26.4 sq mi | 1728 |
| Norfolk | Town | Norfolk | Open town meeting | 11,662 | 15.2 sq mi | 14.8 sq mi | 1870 |
| Carver | Town | Plymouth | Open town meeting | 11,645 | 39.7 sq mi | 37.4 sq mi | 1790 |
| Pepperell | Town | Middlesex | Open town meeting | 11,604 | 23.2 sq mi | 22.6 sq mi | 1775 |
| Lakeville | Town | Plymouth | Open town meeting | 11,523 | 36.1 sq mi | 29.6 sq mi | 1853 |
| Holbrook | Town | Norfolk | Representative town meeting | 11,405 | 7.4 sq mi | 7.4 sq mi | 1872 |
| Norwell | Town | Plymouth | Open town meeting | 11,351 | 21.2 sq mi | 20.9 sq mi | 1849 |
| Groton | Town | Middlesex | Open town meeting | 11,315 | 33.7 sq mi | 32.8 sq mi | 1655 |
| Leicester | Town | Worcester | Open town meeting | 11,087 | 24.7 sq mi | 23.4 sq mi | 1714 |
| Maynard | Town | Middlesex | Open town meeting | 10,746 | 5.4 sq mi | 5.2 sq mi | 1871 |
| Hanson | Town | Plymouth | Open town meeting | 10,639 | 15.7 sq mi | 15.0 sq mi | 1820 |
| Acushnet | Town | Bristol | Open town meeting | 10,559 | 19.0 sq mi | 18.4 sq mi | 1860 |
| Southborough | Town | Worcester | Open town meeting | 10,450 | 15.7 sq mi | 14.2 sq mi | 1727 |
| Winchendon | Town | Worcester | Open town meeting | 10,364 | 44.1 sq mi | 43.3 sq mi | 1764 |
| Brewster | Town | Barnstable | Open town meeting | 10,318 | 25.4 sq mi | 22.9 sq mi | 1803 |
| Littleton | Town | Middlesex | Open town meeting | 10,141 | 17.6 sq mi | 16.6 sq mi | 1715 |
| Hull | Town | Plymouth | Open town meeting | 10,072 | 26.9 sq mi | 2.8 sq mi | 1644 |
| Ware | Town | Hampshire | Open town meeting | 10,066 | 40.0 sq mi | 34.4 sq mi | 1775 |
| Plainville | Town | Norfolk | Open town meeting | 9,945 | 11.5 sq mi | 11.0 sq mi | 1905 |
| Sturbridge | Town | Worcester | Open town meeting | 9,867 | 39.0 sq mi | 37.4 sq mi | 1738 |
| Middleton | Town | Essex | Open town meeting | 9,779 | 14.5 sq mi | 14.0 sq mi | 1728 |
| Sutton | Town | Worcester | Open town meeting | 9,357 | 33.9 sq mi | 32.4 sq mi | 1714 |
| Salisbury | Town | Essex | Open town meeting | 9,236 | 17.9 sq mi | 15.4 sq mi | 1639 |
| Southwick | Town | Hampden | Open town meeting | 9,232 | 31.7 sq mi | 30.8 sq mi | 1775 |
| Blackstone | Town | Worcester | Open town meeting | 9,208 | 11.2 sq mi | 10.9 sq mi | 1845 |
| Freetown | Town | Bristol | Open town meeting | 9,206 | 38.3 sq mi | 36.6 sq mi | 1683 |
| Townsend | Town | Middlesex | Open town meeting | 9,127 | 33.1 sq mi | 32.9 sq mi | 1732 |
| Rutland | Town | Worcester | Open town meeting | 9,049 | 36.4 sq mi | 35.3 sq mi | 1713 |
| Douglas | Town | Worcester | Open town meeting | 8,983 | 37.7 sq mi | 36.4 sq mi | 1775 |
| Montague | Town | Franklin | Representative town meeting | 8,580 | 31.5 sq mi | 30.2 sq mi | 1775 |
| Ayer | Town | Middlesex | Open town meeting | 8,479 | 9.6 sq mi | 9.0 sq mi | 1871 |
| Georgetown | Town | Essex | Open town meeting | 8,470 | 13.2 sq mi | 12.9 sq mi | 1838 |
| Millis | Town | Norfolk | Open town meeting | 8,460 | 12.3 sq mi | 12.2 sq mi | 1885 |
| Lancaster | Town | Worcester | Open town meeting | 8,441 | 28.2 sq mi | 27.7 sq mi | 1653 |
| Cohasset | Town | Norfolk | Open town meeting | 8,381 | 31.4 sq mi | 9.8 sq mi | 1775 |
| Westminster | Town | Worcester | Open town meeting | 8,213 | 37.3 sq mi | 35.3 sq mi | 1770 |
| Boxford | Town | Essex | Open town meeting | 8,203 | 24.4 sq mi | 23.6 sq mi | 1685 |
| Adams | Town | Berkshire | Representative town meeting | 8,166 | 23.0 sq mi | 22.9 sq mi | 1778 |
| Monson | Town | Hampden | Open town meeting | 8,150 | 44.8 sq mi | 44.1 sq mi | 1775 |
| Templeton | Town | Worcester | Open town meeting | 8,149 | 32.4 sq mi | 32.0 sq mi | 1762 |
| Dighton | Town | Bristol | Open town meeting | 8,101 | 22.6 sq mi | 22.0 sq mi | 1712 |
| Upton | Town | Worcester | Open town meeting | 8,000 | 21.7 sq mi | 21.5 sq mi | 1735 |
| Sterling | Town | Worcester | Open town meeting | 7,985 | 31.6 sq mi | 30.5 sq mi | 1781 |
| West Boylston | Town | Worcester | Open town meeting | 7,877 | 13.8 sq mi | 12.9 sq mi | 1808 |
| Halifax | Town | Plymouth | Open town meeting | 7,749 | 17.3 sq mi | 16.2 sq mi | 1734 |
| West Bridgewater | Town | Plymouth | Open town meeting | 7,707 | 15.7 sq mi | 15.3 sq mi | 1822 |
| Orange | Town | Franklin | Open town meeting | 7,569 | 36.0 sq mi | 35.1 sq mi | 1810 |
| Hamilton | Town | Essex | Open town meeting | 7,561 | 14.9 sq mi | 14.2 sq mi | 1793 |
| Williamstown | Town | Berkshire | Open town meeting | 7,513 | 46.9 sq mi | 46.8 sq mi | 1765 |
| Shirley | Town | Middlesex | Open town meeting | 7,431 | 15.9 sq mi | 15.8 sq mi | 1775 |
| Stow | Town | Middlesex | Open town meeting | 7,174 | 18.1 sq mi | 17.6 sq mi | 1683 |
| Great Barrington | Town | Berkshire | Open town meeting | 7,172 | 45.8 sq mi | 44.8 sq mi | 1761 |
| Lincoln | Town | Middlesex | Open town meeting | 7,014 | 15.0 sq mi | 14.4 sq mi | 1754 |
| Rockport | Town | Essex | Open town meeting | 6,992 | 17.5 sq mi | 7.0 sq mi | 1840 |
| Harvard | Town | Worcester | Open town meeting | 6,851 | 27.0 sq mi | 26.4 sq mi | 1732 |
| Berkley | Town | Bristol | Open town meeting | 6,764 | 17.4 sq mi | 16.5 sq mi | 1735 |
| Groveland | Town | Essex | Open town meeting | 6,752 | 9.4 sq mi | 9.0 sq mi | 1850 |
| Merrimac | Town | Essex | Open town meeting | 6,723 | 8.8 sq mi | 8.5 sq mi | 1876 |
| Newbury | Town | Essex | Open town meeting | 6,716 | 26.3 sq mi | 23.4 sq mi | 1635 |
| Chatham | Town | Barnstable | Open town meeting | 6,594 | 24.4 sq mi | 16.3 sq mi | 1712 |
| Topsfield | Town | Essex | Open town meeting | 6,569 | 12.8 sq mi | 11.9 sq mi | 1650 |
| Mattapoisett | Town | Plymouth | Open town meeting | 6,508 | 24.2 sq mi | 17.4 sq mi | 1857 |
| Dalton | Town | Berkshire | Open town meeting | 6,330 | 21.9 sq mi | 21.8 sq mi | 1784 |
| Ashburnham | Town | Worcester | Open town meeting | 6,315 | 41.0 sq mi | 38.7 sq mi | 1765 |
| Orleans | Town | Barnstable | Open town meeting | 6,307 | 22.7 sq mi | 14.1 sq mi | 1797 |
| Mendon | Town | Worcester | Open town meeting | 6,228 | 18.3 sq mi | 18.1 sq mi | 1667 |
| Southampton | Town | Hampshire | Open town meeting | 6,224 | 29.1 sq mi | 28.2 sq mi | 1775 |
| Rowley | Town | Essex | Open town meeting | 6,161 | 20.3 sq mi | 18.2 sq mi | 1639 |
| Granby | Town | Hampshire | Open town meeting | 6,110 | 28.1 sq mi | 27.8 sq mi | 1768 |
| Hopedale | Town | Worcester | Open town meeting | 6,017 | 5.3 sq mi | 5.2 sq mi | 1886 |
| Dover | Town | Norfolk | Open town meeting | 5,923 | 15.4 sq mi | 15.3 sq mi | 1836 |
| Lee | Town | Berkshire | Open town meeting | 5,788 | 27.0 sq mi | 26.1 sq mi | 1777 |
| Eastham | Town | Barnstable | Open town meeting | 5,752 | 25.7 sq mi | 14.0 sq mi | 1646 |
| Rochester | Town | Plymouth | Open town meeting | 5,717 | 36.4 sq mi | 33.9 sq mi | 1686 |
| Bolton | Town | Worcester | Open town meeting | 5,665 | 20.0 sq mi | 19.9 sq mi | 1738 |
| Barre | Town | Worcester | Open town meeting | 5,530 | 44.6 sq mi | 44.3 sq mi | 1774 |
| Boxborough | Town | Middlesex | Open town meeting | 5,506 | 10.4 sq mi | 10.4 sq mi | 1835 |
| Manchester-by-the-Sea | Town | Essex | Open town meeting | 5,395 | 18.3 sq mi | 9.2 sq mi | 1645 |
| Marion | Town | Plymouth | Open town meeting | 5,347 | 26.1 sq mi | 12.1 sq mi | 1852 |
| Oak Bluffs | Town | Dukes | Open town meeting | 5,341 | 26.0 sq mi | 7.4 sq mi | 1880 |
| Hadley | Town | Hampshire | Open town meeting | 5,325 | 24.6 sq mi | 23.1 sq mi | 1661 |
| Carlisle | Town | Middlesex | Open town meeting | 5,237 | 15.6 sq mi | 15.4 sq mi | 1780 |
| Edgartown | Town | Dukes | Open town meeting | 5,168 | 122.7 sq mi | 27 sq mi | 1671 |
| Lenox | Town | Berkshire | Open town meeting | 5,095 | 21.7 sq mi | 21.2 sq mi | 1775 |
| Deerfield | Town | Franklin | Open town meeting | 5,090 | 33.4 sq mi | 32.4 sq mi | 1677 |
| Paxton | Town | Worcester | Open town meeting | 5,004 | 15.5 sq mi | 14.7 sq mi | 1775 |
| Wenham | Town | Essex | Open town meeting | 4,979 | 8.1 sq mi | 7.6 sq mi | 1643 |
| Warren | Town | Worcester | Open town meeting | 4,975 | 27.6 sq mi | 27.5 sq mi | 1742 |
| Hampden | Town | Hampden | Open town meeting | 4,966 | 19.7 sq mi | 19.6 sq mi | 1878 |
| Boylston | Town | Worcester | Open town meeting | 4,849 | 19.7 sq mi | 16.0 sq mi | 1785 |
| Tisbury | Town | Dukes | Open town meeting | 4,815 | 19.1 sq mi | 6.5 sq mi | 1671 |
| Avon | Town | Norfolk | Open town meeting | 4,777 | 4.6 sq mi | 4.4 sq mi | 1888 |
| North Brookfield | Town | Worcester | Open town meeting | 4,735 | 21.7 sq mi | 21.1 sq mi | 1812 |
| West Newbury | Town | Essex | Open town meeting | 4,500 | 14.7 sq mi | 13.4 sq mi | 1819 |
| Sherborn | Town | Middlesex | Open town meeting | 4,401 | 16.2 sq mi | 16.0 sq mi | 1674 |
| Hubbardston | Town | Worcester | Open town meeting | 4,328 | 42.0 sq mi | 41.0 sq mi | 1775 |
| West Brookfield | Town | Worcester | Open town meeting | 3,833 | 21.1 sq mi | 20.5 sq mi | 1848 |
| Brimfield | Town | Hampden | Open town meeting | 3,694 | 35.2 sq mi | 34.7 sq mi | 1731 |
| Essex | Town | Essex | Open town meeting | 3,675 | 15.9 sq mi | 14 sq mi | 1819 |
| Provincetown | Town | Barnstable | Open town meeting | 3,664 | 17.5 sq mi | 9.7 sq mi | 1727 |
| Sunderland | Town | Franklin | Open town meeting | 3,663 | 14.7 sq mi | 14.2 sq mi | 1714 |
| Wellfleet | Town | Barnstable | Open town meeting | 3,566 | 35.4 sq mi | 19.8 sq mi | 1775 |
| West Tisbury | Town | Dukes | Open town meeting | 3,555 | 41.8 sq mi | 25.0 sq mi | 1892 |
| Princeton | Town | Worcester | Open town meeting | 3,495 | 35.8 sq mi | 35.4 sq mi | 1771 |
| Brookfield | Town | Worcester | Open town meeting | 3,439 | 16.6 sq mi | 15.5 sq mi | 1718 |
| Dunstable | Town | Middlesex | Open town meeting | 3,358 | 16.7 sq mi | 16.6 sq mi | 1673 |
| Hatfield | Town | Hampshire | Open town meeting | 3,352 | 16.8 sq mi | 15.9 sq mi | 1670 |
| Nahant | Town | Essex | Open town meeting | 3,334 | 15.5 sq mi | 1.0 sq mi | 1853 |
| Sheffield | Town | Berkshire | Open town meeting | 3,327 | 48.6 sq mi | 47.5 sq mi | 1733 |
| Cheshire | Town | Berkshire | Open town meeting | 3,258 | 27.5 sq mi | 26.8 sq mi | 1793 |
| Ashby | Town | Middlesex | Open town meeting | 3,193 | 24.2 sq mi | 23.8 sq mi | 1767 |
| Millville | Town | Worcester | Open town meeting | 3,174 | 5.0 sq mi | 4.9 sq mi | 1916 |
| Berlin | Town | Worcester | Open town meeting | 3,158 | 13.1 sq mi | 12.9 sq mi | 1812 |
| Lanesborough | Town | Berkshire | Open town meeting | 3,038 | 29.6 sq mi | 28.8 sq mi | 1765 |
| Plympton | Town | Plymouth | Open town meeting | 2,930 | 15.1 sq mi | 14.8 sq mi | 1707 |
| Northfield | Town | Franklin | Open town meeting | 2,866 | 35.4 sq mi | 34.3 sq mi | 1723 |
| Hardwick | Town | Worcester | Open town meeting | 2,667 | 40.8 sq mi | 38.6 sq mi | 1739 |
| Holland | Town | Hampden | Open town meeting | 2,603 | 13.1 sq mi | 12.3 sq mi | 1835 |
| Williamsburg | Town | Hampshire | Open town meeting | 2,504 | 25.7 sq mi | 25.6 sq mi | 1775 |
| Truro | Town | Barnstable | Open town meeting | 2,454 | 26.3 sq mi | 21.1 sq mi | 1709 |
| East Brookfield | Town | Worcester | Open town meeting | 2,224 | 10.4 sq mi | 9.8 sq mi | 1920 |
| Bernardston | Town | Franklin | Open town meeting | 2,102 | 23.4 sq mi | 23.4 sq mi | 1762 |
| Huntington | Town | Hampshire | Open town meeting | 2,094 | 26.8 sq mi | 26.3 sq mi | 1775 |
| Stockbridge | Town | Berkshire | Open town meeting | 2,018 | 23.7 sq mi | 22.7 sq mi | 1739 |
| Becket | Town | Berkshire | Open town meeting | 1,931 | 47.8 sq mi | 46.1 sq mi | 1765 |
| Hinsdale | Town | Berkshire | Open town meeting | 1,919 | 21.7 sq mi | 20.7 sq mi | 1804 |
| Shelburne | Town | Franklin | Open town meeting | 1,884 | 23.4 sq mi | 23.2 sq mi | 1775 |
| Leverett | Town | Franklin | Open town meeting | 1,865 | 23.0 sq mi | 22.9 sq mi | 1774 |
| Oakham | Town | Worcester | Open town meeting | 1,851 | 21.5 sq mi | 21.1 sq mi | 1775 |
| Wales | Town | Hampden | Open town meeting | 1,832 | 15.9 sq mi | 15.7 sq mi | 1762 |
| Buckland | Town | Franklin | Open town meeting | 1,816 | 19.9 sq mi | 19.7 sq mi | 1779 |
| Conway | Town | Franklin | Open town meeting | 1,761 | 37.9 sq mi | 37.7 sq mi | 1775 |
| Phillipston | Town | Worcester | Open town meeting | 1,726 | 24.6 sq mi | 24.3 sq mi | 1786 |
| Shutesbury | Town | Franklin | Open town meeting | 1,717 | 27.2 sq mi | 26.6 sq mi | 1761 |
| Ashfield | Town | Franklin | Open town meeting | 1,695 | 40.3 sq mi | 40.0 sq mi | 1765 |
| Erving | Town | Franklin | Open town meeting | 1,665 | 14.4 sq mi | 13.9 sq mi | 1838 |
| Clarksburg | Town | Berkshire | Open town meeting | 1,657 | 12.8 sq mi | 12.8 sq mi | 1798 |
| Russell | Town | Hampden | Open town meeting | 1,643 | 17.8 sq mi |