10 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Denton | 1 | 5,151 | 4,845 | 1% | 978 | 5 | Town |
| Federalsburg | 2 | 2,891 | 2,831 | 0.35% | 1,498 | 2 | Town |
| Greensboro | 3 | 1,997 | 1,913 | 0.71% | 1,859 | 1 | Town |
| Ridgely | 4 | 1,663 | 1,612 | 0.54% | 892 | 2 | Town |
| Preston | 5 | 694 | 675 | 0.43% | 1,264 | 1 | Town |
| Goldsboro | 6 | 217 | 213 | 0.46% | 277 | 1 | Town |
| Marydel | 7 | 179 | 176 | 0.56% | 1,517 | 0 | Town |
| Henderson | 8 | 162 | 159 | 0.62% | 1,296 | 0 | Town |
| Hillsboro | 9 | 135 | 135 | 0% | 1,000 | 0 | Town |
| Templeville | 10 | 114 | 114 | 0% | 2,073 | 0 | Town |
Denton is the largest city in Caroline County, with a population of 5,151.
Templeville is the smallest city in Caroline County, with a population of 114.
There are 10 cities in Caroline County, Maryland.