There was possibly a prehistoric
hillfort on Calton Hill and an area used for quarrying (the Quarry Holes at the eastern end). By his charter of 1456, James II granted the community of Edinburgh the valley and the low ground between Calton Hill and Greenside for performing
tournaments, sports and other warlike deeds. Monasteries were abandoned following the
Scottish Reformation of 1560, and in 1591 the Calton Hill monastery was converted into a hospital for lepers, founded by John Robertson, a merchant. So severe were the regulations that escape, or even the opening of the gate of the hospital between sunset and sunrise, would incur the penalty of death carried out on the gallows erected at the gate. The monastery would appear to have been located at the north-east end of Greenside Row and its site is shown there on the 1931
Ordnance Survey maps. Ten skeletons found in July 2009 during roadworks to create a new tramway in
Leith Walk (project cancelled from
York Place to Leith but revived and completed in 2023), are believed to have been connected with the hospital. , with the
Dugald Stewart Monument in the foreground on Calton Hill in central Edinburgh, Scotland, 2023 The Calton area was owned by the
Logan family of
Restalrig but their lands were forfeited in 1609 following the posthumous sentence of treason on
Robert Logan. The lands of Restalrig and Calton, otherwise known as Easter and Wester Restalrig, passed to the Elphinstone family.
James Elphinstone was made Lord Balmerino in 1604 and in 1673 the lands of Restalrig and Calton were erected into a single barony. In 1725, the western side of Calton Hill was sold to the
royal burgh of Edinburgh. The eastern end was owned by the charitable institution of
Heriot's Trust. at the summit of Calton Hill. ==Buildings and structures==