13 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Sheboygan | 1 | 49,536 | 49,974 | -0.18% | 3,060 | 16 | City |
| Plymouth | 2 | 8,833 | 8,936 | -0.24% | 1,648 | 5 | City |
| Sheboygan Falls | 3 | 8,769 | 8,204 | 1.31% | 1,596 | 5 | City |
| Howards Grove | 4 | 3,199 | 3,242 | -0.28% | 1,438 | 2 | Village |
| Oostburg | 5 | 3,058 | 3,060 | -0.03% | 1,509 | 2 | Village |
| Kohler | 6 | 2,295 | 2,187 | 0.92% | 432 | 5 | Village |
| Cedar Grove | 7 | 2,093 | 2,101 | -0.1% | 876 | 2 | Village |
| Random Lake | 8 | 1,572 | 1,562 | 0.13% | 1,047 | 2 | Village |
| Elkhart Lake | 9 | 1,140 | 948 | 3.45% | 855 | 1 | Village |
| Cascade | 10 | 705 | 724 | -0.56% | 857 | 1 | Village |
| Adell | 11 | 485 | 498 | -0.61% | 869 | 1 | Village |
| Waldo | 12 | 483 | 466 | 0.63% | 496 | 1 | Village |
| Glenbeulah | 13 | 451 | 459 | -0.44% | 649 | 1 | Village |
Sheboygan is the largest city in Sheboygan County, with a population of 49,536.
Glenbeulah is the smallest city in Sheboygan County, with a population of 451.
There are 13 cities in Sheboygan County, Wisconsin.