27 cities
| City | Rank | County | 2025 Pop. ↓ |
|---|---|---|---|
| Virginia Beach | 1 | Virginia Beach city | 449,625 |
| Chesapeake | 2 | Chesapeake city | 256,622 |
| Norfolk | 3 | Norfolk city | 226,357 |
| Newport News | 4 | Newport News city | 181,165 |
| Hampton | 5 | Hampton city | 136,976 |
| Suffolk | 6 | Suffolk city | 104,598 |
| Portsmouth | 7 | Portsmouth city | 96,018 |
| Williamsburg | 8 | James City County | 16,097 |
| Poquoson | 9 | Poquoson city | 12,743 |
| Gloucester Point | 10 | Gloucester County | 11,420 |
| Smithfield | 11 | Isle of Wight County | 9,275 |
| Carrollton | 12 | Isle of Wight County | 8,019 |
| Bethel Manor | 13 | York County | 4,580 |
| Gloucester Courthouse | 14 | Gloucester County | 3,654 |
| Windsor | 15 | Isle of Wight County | 2,997 |
| Mathews | 16 | Mathews County | 1,229 |
| Benns Church | 17 | Isle of Wight County | 1,228 |
| Rushmere | 18 | Isle of Wight County | 866 |
| Gwynn | 19 | Mathews County | 648 |
| Southampton Meadows | 20 | Isle of Wight County | 599 |
| Camptown | 21 | Isle of Wight County | 592 |
| Claremont | 22 | Surry County | 311 |
| Dendron | 23 | Surry County | 257 |
| Carrsville | 24 | Isle of Wight County | 226 |
| Yorktown | 25 | York County | 223 |
| Surry | 26 | Surry County | 208 |
| Scotland | 27 | Surry County | 103 |
Virginia Beach city, Chesapeake city, Norfolk city, Newport News city, Hampton city, Suffolk city, Portsmouth city, James City County, York County, Isle of Wight County, Gloucester County, Williamsburg city, Poquoson city, Mathews County, and Surry County are the counties generally considered part of Hapmton Roads Virginia.