9 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Princess Anne | 1 | 3,707 | 3,504 | 1.09% | 2,220 | 2 | Town |
| Crisfield | 2 | 2,545 | 2,472 | 0.55% | 1,466 | 2 | City |
| Mount Vernon | 3 | 835 | 1,016 | 0.36% | 64 | 13 | CDP |
| West Pocomoke | 4 | 554 | 458 | 1.28% | 59 | 9 | CDP |
| Fairmount | 5 | 398 | 412 | -1% | 32 | 12 | CDP |
| Smith Island | 6 | 377 | 261 | 1.89% | 87 | 4 | CDP |
| Chance | 7 | 246 | 413 | -2.77% | 147 | 2 | CDP |
| Deal Island | 8 | 240 | 316 | -5.88% | 79 | 3 | CDP |
| Dames Quarter | 9 | 223 | 105 | 1.36% | 19 | 12 | CDP |
Princess Anne is the largest city in Somerset County, with a population of 3,707.
Dames Quarter is the smallest city in Somerset County, with a population of 223.
There are 9 cities in Somerset County, Maryland.