13 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Chestertown | 1 | 5,641 | 5,513 | 0.46% | 1,933 | 2.92 | Town |
| Kingstown | 2 | 1,909 | 1,853 | 0.58% | 842 | 2.27 | CDP |
| Rock Hall | 3 | 1,187 | 1,191 | -0.08% | 887 | 1.34 | Town |
| Chesapeake Landing | 4 | 620 | 132 | 7.08% | 619 | 1 | CDP |
| Millington | 5 | 540 | 549 | -0.37% | 591 | 0.91 | Town |
| Galena | 6 | 528 | 535 | -0.19% | 1,463 | 0.36 | Town |
| Butlertown | 7 | 522 | 328 | 0.19% | 638 | 0.82 | CDP |
| Kennedyville | 8 | 520 | 423 | 4.21% | 1,018 | 0.51 | CDP |
| Tolchester | 9 | 488 | 435 | 2.31% | 800 | 0.61 | CDP |
| Betterton | 10 | 281 | 285 | -0.36% | 284 | 0.99 | Town |
| Fairlee | 11 | 228 | 519 | -6.94% | 60 | 3.79 | CDP |
| Still Pond | 12 | 158 | 119 | 7.48% | 854 | 0.18 | CDP |
| Worton | 13 | 69 | 98 | -14.82% | 75 | 0.92 | CDP |
Chestertown is the largest city in Kent County, with a population of 5,641.
Worton is the smallest city in Kent County.
There are 13 cities in Kent County, Maryland.