| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Haleyville | 1 | 4,296 | 4,345 | -0.16% | 512 | 8 | City |
| Double Springs | 2 | 1,108 | 1,112 | 0.09% | 216 | 5 | Town |
| Addison | 3 | 672 | 659 | 0.45% | 178 | 4 | Town |
| Lynn | 4 | 640 | 615 | 0.63% | 60 | 11 | Town |
| Arley | 5 | 343 | 333 | 0.59% | 88 | 4 | Town |
| Natural Bridge | 6 | 41 | 41 | 0% | 77 | 1 | Town |
Haleyville is the largest city in Winston County, with a population of 4,296.
Natural Bridge is the smallest city in Winston County, with a population of 41.
There are 6 cities in Winston County, Alabama.