21 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Cambridge | 1 | 13,304 | 13,097 | 0.32% | 1,250 | 11 | City |
| Cambridge | 2 | 13,304 | 13,091 | 0.32% | 1,250 | 11 | City |
| Hurlock | 3 | 2,099 | 2,068 | 0.29% | 787 | 3 | Town |
| Hurlock | 4 | 2,099 | 2,068 | 0.29% | 787 | 3 | Town |
| Algonquin | 5 | 1,008 | 1,110 | -1.56% | 1,342 | 1 | CDP |
| Secretary | 6 | 469 | 469 | 0% | 1,612 | 0 | Town |
| Secretary | 7 | 469 | 469 | 0% | 1,612 | 0 | Town |
| East New Market | 8 | 409 | 398 | 0.49% | 1,023 | 0 | Town |
| East New Market | 9 | 409 | 398 | 0.49% | 1,023 | 0 | Town |
| Vienna | 10 | 276 | 270 | 0.36% | 361 | 1 | Town |
| Vienna | 11 | 276 | 270 | 0.36% | 361 | 1 | Town |
| Fishing Creek | 12 | 253 | 202 | 2.43% | 240 | 1 | CDP |
| Madison | 13 | 215 | 163 | 0.47% | 67 | 3 | CDP |
| Church Creek | 14 | 105 | 102 | 0% | 312 | 0 | Town |
| Church Creek | 15 | 105 | 102 | 0% | 312 | 0 | Town |
| Taylors Island | 16 | 93 | 83 | -5.1% | 22 | 4 | CDP |
| Brookview | 17 | 46 | 45 | 0% | 1,070 | 0 | Town |
| Brookview | 18 | 46 | 45 | 0% | 1,070 | 0 | Town |
| Eldorado | 19 | 46 | 45 | 0% | 630 | 0 | Town |
| Eldorado | 20 | 46 | 45 | 0% | 630 | 0 | Town |
| Elliott | 21 | 26 | 38 | 8.33% | 74 | 0 | CDP |
Cambridge is the largest city in Dorchester County, with a population of 13,304.
Elliott is the smallest city in Dorchester County, with a population of 26.
There are 21 cities in Dorchester County, Maryland.