Sir Hugh Montgomery, 1st Viscount Montgomery of the Great Ards (c. 1560 – 15 May 1636) was an aristocrat and a soldier, known as one of the "founding fathers" of the Ulster-Scots along with Sir James Hamilton, 1st Viscount Claneboye. Montgomery was born in Ayrshire at Broadstone Castle, near Beith. He was the son of Adam Montgomery, the 5th Laird of Braidstane, by his wife and cousin.
After being educated at University of Glasgow and time spent at the royal court of France, Montgomery served as a captain of foot of a Scottish Regiment under William I of Orange during the early parts of the Eighty Years' War. He returned to Scotland upon the death of his parents in 1587. He inherited his father's title as the Laird of Braidstane and married Elizabeth Shaw, who died in 1625.
Montgomery established a relationship with King James VI. He was able to gain some influence in the king's court due to his correspondence with his brother George Montgomery, who had been named Dean of Norwich in 1602. The information contained in the correspondence was important to James as it included details on English politics.
Montgomery became involved in the centuries-old feud between Clan Montgomery and Clan Cunningham. The feud dates to the 15th century when a Montgomery was named Bailie of Cunninghame by James II, a post the Cunninghams claimed was rightfully theirs. The 4th Earl of Eglinton was assassinated by the Cunninghams at about the time of Montgomery's return to Scotland.
Montgomery's involvement in the feud began when he took offence at something that a Cunningham said. Cunningham fled to London, then to Holland, where Montgomery caught up with him and confronted him in the Inner Court of the Palace at The Hague. Combating Cunningham with a sword, Montgomery delivered what he believing to be a killing thrust, but Cunningham's belt buckle deflected the blow. Montgomery believed he had killed Cunningham and made to leave the palace. He was arrested and imprisoned at Gevangenpoort in the Binnenhof. Montgomery broke out of jail with the help of a Scottish soldier.