26 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Northampton | 1 | 30,734 | 27,324 | 2.27% | 897 | 34.24 | City |
| Northampton city | 2 | 29,272 | 27,324 | -0.17% | 855 | 34.24 | City |
| South Hadley town | 3 | 17,802 | 16,287 | -0.53% | 1,005 | 17.71 | Town |
| Easthampton Town city | 4 | 15,947 | 16,177 | -0.26% | 1,197 | 13.32 | City |
| Easthampton Town | 5 | 15,933 | 16,177 | -0.31% | 1,196 | 13.32 | City |
| Belchertown town | 6 | 15,283 | 15,339 | -0.18% | 291 | 52.60 | Town |
| Ware town | 7 | 10,345 | 10,040 | 1.36% | 301 | 34.38 | Town |
| Ware | 8 | 6,274 | 5,978 | 0.11% | 1,009 | 6.22 | CDP |
| Southampton town | 9 | 6,129 | 6,220 | -0.54% | 218 | 28.15 | Town |
| Granby town | 10 | 6,038 | 6,103 | -0.18% | 217 | 27.82 | Town |
| Hadley town | 11 | 5,257 | 5,315 | -0.19% | 228 | 23.09 | Town |
| Hatfield town | 12 | 3,311 | 3,338 | -0.12% | 208 | 15.90 | Town |
| Belchertown | 13 | 2,585 | 3,037 | -0.81% | 514 | 5.03 | CDP |
| Williamsburg town | 14 | 2,457 | 2,498 | -0.24% | 96 | 25.54 | Town |
| Huntington town | 15 | 2,059 | 2,095 | -0.29% | 78 | 26.32 | Town |
| Westhampton town | 16 | 1,628 | 1,617 | 0.06% | 60 | 27.18 | Town |
| Hatfield | 17 | 1,334 | 1,154 | 0.08% | 544 | 2.45 | CDP |
| Pelham town | 18 | 1,253 | 1,282 | -0.48% | 50 | 25.10 | Town |
| Chesterfield town | 19 | 1,163 | 1,185 | -0.43% | 38 | 30.85 | Town |
| Worthington town | 20 | 1,163 | 1,192 | -0.68% | 36 | 31.96 | Town |
| Granby | 21 | 1,128 | 1,183 | -1.4% | 325 | 3.48 | CDP |
| Goshen town | 22 | 934 | 960 | -0.53% | 54 | 17.30 | Town |
| Huntington | 23 | 847 | 675 | -0.7% | 183 | 4.63 | CDP |
| Cummington town | 24 | 817 | 827 | -0.12% | 36 | 22.94 | Town |
| Plainfield town | 25 | 639 | 632 | 0.16% | 30 | 21.12 | Town |
| Middlefield town | 26 | 390 | 389 | -0.26% | 16 | 24.10 | Town |
Northampton is the largest city in Hampshire County, with a population of 30,734.
Middlefield town is the smallest city in Hampshire County.
There are 26 cities in Hampshire County, Massachusetts.