Where is Sydney’s oldest pub? Whether the claim is ‘the oldest pub’, ‘the longest running continual liquor licence’ or ‘the oldest building ever used as a public house’ there will never be a definite answer as colonial Sydney was brimming with sly grog-shops and hotels from 1800 onwards. Furthermore, the irregularity with which liquor licences were issued would make it all but impossible to substantiate a claim of actually being the ‘oldest hotel’ in Sydney.