16 cities
| City | County | 2025 Pop. ↓ |
|---|---|---|
| Plymouth | Plymouth County | 67,669 |
| Peabody | Essex County | 54,382 |
| Pittsfield | Berkshire County | 42,466 |
| Pembroke | Plymouth County | 18,254 |
| Palmer Town | Hampden County | 12,285 |
| Pepperell | Middlesex County | 11,772 |
| Plainville | Norfolk County | 9,891 |
| Paxton | Worcester County | 5,004 |
| Provincetown | Barnstable County | 3,691 |
| Princeton | Worcester County | 3,500 |
| Plympton | Plymouth County | 2,946 |
| Phillipston | Worcester County | 1,722 |
| Pelham | Hampshire County | 1,253 |
| Petersham | Worcester County | 1,171 |
| Peru | Berkshire County | 790 |
| Plainfield | Hampshire County | 639 |