Reginald Grey, 2nd Baron Grey de Ruthyn

Reginald Grey, 2nd Baron Grey de Ruthyn (c. 1322 – c. 4 August 1388) was the son of Roger Grey, 1st Baron Grey de Ruthyn and Elizabeth de Hastings. He was summoned to Parliament from 1354 to 1388.

He married Alianore, daughter of John Le Strange, 2nd Baron Strange of Blackmere and Ankaret Le Botiller. He succeeded his father and was succeeded by his son, Reginald. His youngest daughter, Ida de Grey, who married Sir John Cockayne, was an ancestress of Anne Boleyn, Catherine Howard, Jane Seymour, and many other members of the nobility. He had five children:

1. Reginald Grey, 3rd Baron Grey de Ruthyn (c. 1362 – 30 September 1440), married firstly, Margaret de Ros, by whom he had six children, and secondly, Joan de Astley, by whom he had another six children.
2. Eleanor Grey, married William Lucy.
3. John Grey (born 1364, date of death unknown)
4. Catherine Grey (born 1366, date of death unknown)
5. Ida de Grey (c. 1368 – 1 June 1426), married Sir John Cockayne, by whom she had six children. Her eldest daughter Elizabeth, wife of Sir Laurence Cheney, was the great-great-grandmother of Anne Boleyn, Catherine Howard, and Jane Seymour.