3 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Winchester | 1 | 27,749 | 28,003 | -0.18% | 3,018 | 9 | City |
| Stephens City | 2 | 2,192 | 2,031 | 1.48% | 904 | 2 | Town |
| Middletown | 3 | 1,465 | 1,358 | 1.45% | 1,836 | 1 | Town |
Winchester is the largest city in Frederick County, with a population of 27,749.
Middletown is the smallest city in Frederick County, with a population of 1,465.
There are 3 cities in Frederick County, Virginia.