14 cities
| City | County | 2025 Pop. ↓ |
|---|---|---|
| Revere | Suffolk County | 56,910 |
| Randolph Town | Norfolk County | 34,339 |
| Reading | Middlesex County | 25,612 |
| Rockland | Plymouth County | 17,548 |
| Raynham | Bristol County | 16,111 |
| Rehoboth | Bristol County | 13,895 |
| Rutland | Worcester County | 9,626 |
| Rockport | Essex County | 7,112 |
| Rowley | Essex County | 6,514 |
| Rochester | Plymouth County | 5,985 |
| Russell | Hampden County | 1,619 |
| Richmond | Berkshire County | 1,395 |
| Royalston | Worcester County | 1,296 |
| Rowe | Franklin County | 417 |