13 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Sheboygan | 1 | 49,449 | 49,974 | -0.18% | 3,055 | 16 | City |
| Sheboygan Falls | 2 | 8,882 | 8,204 | 1.29% | 1,617 | 5 | City |
| Plymouth | 3 | 8,813 | 8,936 | -0.23% | 1,644 | 5 | City |
| Howards Grove | 4 | 3,191 | 3,242 | -0.25% | 1,434 | 2 | Village |
| Oostburg | 5 | 3,058 | 3,060 | 0% | 1,509 | 2 | Village |
| Kohler | 6 | 2,317 | 2,187 | 0.96% | 436 | 5 | Village |
| Cedar Grove | 7 | 2,092 | 2,101 | -0.05% | 876 | 2 | Village |
| Random Lake | 8 | 1,574 | 1,562 | 0.13% | 1,049 | 2 | Village |
| Elkhart Lake | 9 | 1,179 | 948 | 3.42% | 884 | 1 | Village |
| Cascade | 10 | 701 | 724 | -0.57% | 852 | 1 | Village |
| Waldo | 11 | 487 | 466 | 0.83% | 501 | 1 | Village |
| Adell | 12 | 483 | 498 | -0.41% | 866 | 1 | Village |
| Glenbeulah | 13 | 450 | 459 | -0.22% | 647 | 1 | Village |
Sheboygan is the largest city in Sheboygan County, with a population of 49,449.
Glenbeulah is the smallest city in Sheboygan County, with a population of 450.
There are 13 cities in Sheboygan County, Wisconsin.