The early history of Clan Middleton is described in detail in the 17th century work of Frederic van Bossen, who claimed that the first Lord of Middleton was Freskin, the brother of Kenneth de Cunninghame; and the son of Kenneth and Lady Sponsa, who was the sister of Albinack ap Crinain. Freskin's name was an assumed name, and he was christened at birth with the name Malcolm. He was a direct descendant (the great-grandson) of Prince Malcom of Cumberland (Strathclyde). Though it is claimed by van Bossen that his great-great-grandfather was King Duffus, a careful review of Frederic van Bossen's notes refutes this and argues that the father of Prince Malcolm is more likely to be King Dyfnwal of Strathclyde. In these records an extended family line with the names of both spouses is provided for all five generations, except for the name of Freskin de Middleton's de Fettercairn's brother, Kenneth.[3][4][5]
Although there are multiple lands in Scotland that are named Middleton, it is believed that the family took its name from those near to Laurencekirk in Kincardineshire.[6] This agrees with Clan Cunningham records, which show a Robert de Cunningham held land in the region of Laurencekirk in the late 12th century.[7] These lands were confirmed by a charter from William the Lion (c. 1142 – 4 December 1214).[6] In 1296, Humfrey de Middleton of Kincardyn appeared on the Ragman Rolls rendering homage to Edward I of England.[6] Robert de Middleton was taken prisoner at Dunbar Castle in the same year.[6]
Castles that have been owned by the Clan Middleton have included:
Fettercairn House, previously known as Middleton, half a mile north-east of the village of Fettercairn.[2] Originally there was a castle but it was replaced in 1666 by Fettercairn House which has been extended over the centuries and has a Jacobean front.[2] This was the seat of the Middletons from the 12th century.[2] After the family were forfeited for supporting the Jacobite rising of 1715 it passed to the Belshes, then to the Forbeses of Pitsligo and then to Lord Clinton.[2]
Balbengo Castle, just to the south of Fettercairn was an L-plan tower house dating from the 16th century, but replaced by a mansion two centuries later.[2] It was long held by the Clan Wood, but was sold to the Middletons in 1687.[2] It later passed to the Clan Ogilvy and then to the Clan Ramsay.[2]
Pitgarvie, about three miles south and west of Laurencekirk was held by the Middletons at the end of the 17th century.[2] There was a castle or old house, but the site is now probably occupied by a farm.[2]
^ abcdefghijCoventry, Martin (2008). Castles of the Clans: The Strongholds and Seats of 750 Scottish Families and Clans. Musselburgh, Scotland: Goblinshead. p. 425. ISBN978-1-899874-36-1.
^Cunningham, Derek (2021). Scotland & Shakespeare's Third Prophecy: King Edition. p. 21.