Wine Street, together with High Street, Broad Street and Corn Street, is one of the four cross streets which met at the Bristol High Cross, the heart of Bristol, England when it was a walled mediaeval town. From this crossroads Wine Street runs along a level ridge approximately 175m north-eastwards to the top of Union Street.

High Street, together with Wine Street, Broad Street and Corn Street, is one of the four cross streets which met at the carfax, later the site of the Bristol High Cross, the heart of Bristol, England when it was a walled medieval town. From this crossroads High Street runs downhill south-east to Bristol Bridge, a distance of approximately 155m.