6 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Haleyville | 1 | 4,269 | 4,348 | -0.37% | 509 | 8.38 | City |
| Double Springs | 2 | 1,116 | 1,111 | 0.09% | 218 | 5.12 | Town |
| Addison | 3 | 671 | 660 | 0.3% | 178 | 3.77 | Town |
| Lynn | 4 | 622 | 612 | 0.32% | 58 | 10.65 | Town |
| Arley | 5 | 331 | 326 | 0.3% | 85 | 3.88 | Town |
| Natural Bridge | 6 | 35 | 34 | 0% | 81 | 0.43 | Town |
Haleyville is the largest city in Winston County, with a population of 4,269.
Natural Bridge is the smallest city in Winston County.
There are 6 cities in Winston County, Alabama.