| PALAEOLITHIC | In history, the period sometimes called the Old Stone Age (12) |
| PALIEOLITHIC | In the geologic timescale, the period also called the Old Stone Age (12) |
| MODERN | In history, the period or era since the Middle Ages (6) |
| MIDDLEAGES | In European history, the period from the end of classical antiquity to the Italian Renaissance (6,4) |
| COURTESAN | In history, the mistress of a king or emperor (9) |
| BING | Late crooner called The Old Groaner (4,6) |
| TUCSON | City called "The Old Pueblo" |
| ELGINMARBLES | Fractured leg during walks with sheep over some old stones |
| GRINDFLOUR | What the Old Stone Mill (a National Historic Site of Canada) in Delta, Ontario continues to do: 2 wds. |
| REDBRICK | Word used to denote an English university constructed from new clay or terracotta flettons, in contrast to the old stone of Oxford or Cambridge (8) |
| TIGERSEYE | Inscribed with Irish words, touch the old stone (6,3) |
| REEVE | In English history, the local representative of the king in a shire until the early 11th Century (5) |
| EMERGENCY | The most severe constitutional measure ever taken in British history, The ... Powers Act, gave the g |
| CALIPH | In Islamic history, the leader of a Muslim state, Abu Bakr being the first (6) |
| DUMA | In Russian history, the elective legislative assembly established by Nicholas II in 1905 (4) |
| ERA | Period sometimes named for a music genre |
| TOSS | In test cricket history, the winners of the ____ have won about 37 per cent of matches |
| DYNASTY | In Chinese history, the Sung (960-1279), Ming (1368-1644) or Manchu (1644-1912) |
| TSESAREVNA | In Russian history, the wife of a tsar's eldest son (10) |
| GUNPOWDERPLOT | In British history, the best-remembered event of 1605 |