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, and the office was known a "stewartry".
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 â 1454 â deputy
- Herbert Gladstone â 1454 â deputy
- John Maxwell, Lord Maxwell, 1460
- Patrick Andrew Wentworth Hope-Johnstone, 2019
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