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