Robert de Legh, who inherited the manor of Adlington on the death of his father, _circa_ 1370, was, in 1358, in the retinue of Edward the Black Prince in the war in Gascony; and there is an entry in the Palatinate Rolls at Chester that he, with William de Bostock and Hugh, son of Thomas le Smyth, of Mottram, entered into a recognisance indemnifying the chamberlain for any moneys that might be due to two of the Cheshire archers who were serving under him while with the prince. In 1360-61, as appears by the Recognisance Rolls, he had granted to him the custody of the lands in Cheshire lately belonging to Henry de Honford, then deceased, with the wardship and marriage of his daughter and heiress, Katherine. In 1382, Joan, Princess of Wales, the widow of the Black Prince, and the once “Fair Maid of Kent,” gave to him and William del Dounes a lease for twelve years of her part of the town of Bollington, with the water-mill there, on a payment of eight marks yearly. He appears to have succeeded his father in the office of bailiff of the manor of Macclesfield, and to have held it until 1382, when his half-brothers, Peter and John, were appointed in his stead. He died on the 9th November, 1382, leaving by his wife Matilda, daughter of Sir John Arderne, of Aldford, Knight, a son, Robert, born at Roter-le-Hay, and baptised at Audlem on the 2nd March, 1361-2, and then aged 20; and two daughters—Margery, who became the wife of Thomas de Davenport, of Henbury, and Katherine, who married Reginald Downes.