Thought to have been born in Paisley, Scotland around 1577, Sir George Hamilton was a younger son of Claud Hamilton, first Lord Paisley. Following the accession of James VI to the English throne (as James I) in 1603, and the Flight of the Earls from Ulster four years later, Sir George and his older siblings were granted lands in that part of Ireland. By 1611, having received some 12,400 statute acres, he had moved to this country where he and was living with his family in the Strabane area of County Tyrone part of which, lying to the east of a 15th century former O’Neill tower house on Island MacHugh in Lough Catherine, was called Derrywoone. Unlike many of his fellow Scots Sir George was a staunch Roman Catholic, described in 1622 as “an arch-papist and a great patron of them.’ Following the death of his first wife Isobel Leslie, in 1630 Hamilton married Lady Mary Butler, a daughter of the 11th Earl of Ormond. When her father had difficulty paying the agreed dowry of £1,800, he granted his new son-in-law the manor, castle, town, and lands of Roscrea, County Tipperary for 21 years (for more on the castle, see A Dominant Presence « The Irish Aesthete). In 1646, during the Confederate Wars, Roscrea was attacked and captured by Owen Roe O’Neill, but it is unclear whether Hamilton was still alive at this date or had already died. In part the confusion arises because one of his nephews, likewise Sir George Hamilton and likewise married to another Lady Mary Butler, then lived not far away in Nenagh, County Tipperary. The latter Sir George, incidentally, was father of Anthony Hamilton, author of the famous Mémoires du Comte de Grammont, first published in 1713.
Now deep in woodland but presumably once with clear views over Lough Catherine to the immediate west, Derrywoone Castle is believed to have been built for Sir George Hamilton around 1619; work there was almost complete three years later when it was recorded as being a ‘fair stone howse, 4 stories high, which is almost finished, and a bawne of stone and lyme, 90 foot long, 70 foot broad and 14 foot high. The house takes up almost the full bawne. As soon as it is finished, he [Hamilton] intends to dwell there himself.’ The same report suggests that in excess of 80 families may have been settled in the vicinity of the castle, although an archaeological survey in 2013 revealed no evidence of houses here. More a fortified house than a castle, Derrywoone was designed as an L-shaped residence with large window openings on all sides and a fine gable end to the south. Stylistically, the castle reveals the Hamiltons’ Lowland-Scottish origins, not least thanks to a finely carved corbelled out-staircase on the south-west side; a large round tower also survives on the north-east.
Little information about the later history of Derrywoone seems to be available. Since Sir George moved to Roscrea following his second marriage and seems to have been based there, the castle may have stood empty or occupied by whoever was responsible for managing his property in this part of the country. He had one surviving son, James, who died unmarried in 1659. In the Down Survey for Tyrone, James Hamilton is described as ‘James Hamilton of Roskre Esqr. a minor Sone to Sr George Hamillton ye elder of Roskrea knight deceased who was a Scottish papist.’ Indeed, many of the Hamiltons, not just James’s cousin Anthony, remained both Roman Catholic and loyal to the Stuarts, going into exile in France and elsewhere in the late 17th century. However, eventually one of the family, James Hamilton, sixth Earl of Abercorn and a great-nephew of Sir George, conformed to the Established Church and inherited the Ulster estates. His descendants have lived there ever since, in the 18th century moving to a new residence. Located to the south of Derrywoone, it is called Baronscourt.
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