Note: As defined by the US Census Bureau, a city's official boundaries often extend miles beyond the city itself and may even cross county lines. As such, several thousand US cities officially exist in two or more counties (and therefore appear on multiple counties' lists of cities.)
City | Rank | 2024 Pop. | 2020 Pop. | Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Northampton | 1 | 29,321 | 27,324 | -0.17% | 856 | 34.2 | City |
| South Hadley | 2 | 17,897 | 16,287 | -0.53% | 1,010 | 17.7 | Town |
| Easthampton Town | 3 | 15,989 | 16,177 | -0.26% | 1,200 | 13.3 | City |
| Belchertown | 4 | 15,311 | 15,339 | -0.18% | 291 | 52.6 | Town |
| Ware | 5 | 10,206 | 10,040 | 1.38% | 297 | 34.4 | Town |
| Southampton | 6 | 6,162 | 6,220 | -0.53% | 219 | 28.1 | Town |
| Granby | 7 | 6,049 | 6,103 | -0.18% | 217 | 27.8 | Town |
| Hadley | 8 | 5,267 | 5,315 | -0.19% | 228 | 23.1 | Town |
| Hatfield | 9 | 3,315 | 3,338 | -0.12% | 209 | 15.9 | Town |
| Williamsburg | 10 | 2,463 | 2,498 | -0.24% | 96 | 25.5 | Town |
| Huntington | 11 | 2,065 | 2,095 | -0.29% | 78 | 26.3 | Town |
| Westhampton | 12 | 1,627 | 1,617 | 0.06% | 60 | 27.2 | Town |
| Pelham | 13 | 1,259 | 1,282 | -0.47% | 50 | 25.1 | Town |
| Worthington | 14 | 1,171 | 1,192 | -0.68% | 37 | 32.0 | Town |
| Chesterfield | 15 | 1,168 | 1,185 | -0.43% | 38 | 30.8 | Town |
Note: City markers shown outside the county boundary mean that a part of the city extends into this county, but is primarily located in an adjacent county.
Northampton is the largest city in Hampshire County.
Chesterfield is the smallest city in Hampshire County.
There are 15 cities in Hampshire County, Massachusetts.