6 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Haleyville | 1 | 4,298 | 4,342 | -0.16% | 513 | 8 | City |
| Double Springs | 2 | 1,125 | 1,112 | 0.18% | 220 | 5 | Town |
| Addison | 3 | 684 | 659 | 0.59% | 182 | 4 | Town |
| Lynn | 4 | 637 | 610 | 0.79% | 60 | 11 | Town |
| Arley | 5 | 336 | 326 | 0.6% | 87 | 4 | Town |
| Natural Bridge | 6 | 41 | 40 | 0% | 77 | 1 | Town |
Haleyville is the largest city in Winston County, with a population of 4,298.
Natural Bridge is the smallest city in Winston County, with a population of 41.
There are 6 cities in Winston County, Alabama.