The Stewartry of Annandale was created in 1312, when the Lordship of Annandale, Scotland was granted to Thomas Randolph, 1st Earl of Moray. A steward was appointed to administer the area, with the office was known a "stewartry".^[1]

Stewarts of Annandale

• Adam of Corry, c.1330
• Herbert Maxwell of Caerlaverock, 1409
• Herbert Maxwell, Lord Maxwell, 1440
• Robert Maxwell, Lord Maxwell, 1454
  • Aymer Gladstone – 1454 – deputy
  • Herbert Gladstone – 1454 – deputy
• John Maxwell, Lord Maxwell, 1460
• Patrick Andrew Wentworth Hope-Johnstone, 2019