MacDuff's Castle was originally a late 13th century stone courtyard fortress, founded by Michael Wemyss. The site is traditionally associated with Macduff, Thane of Fife but in 1306, King Edward I ordered the Earl of Pembroke to burn the castle. Rebuild in the mid 14th century, Sir John Wemyss added the north-western gatehouse to the quadrangular court. From 1530 the Colvilles remodelled the castle, blocking the old gateway they built the south-western four storey tower, with a new gatehouse range in-between. In the late 16th or early 17th century, an outer court encased by a wall with angle turrets and pierced with gun-ports was created on the three landward sides. Allowed to decay from the late 17th century, only the south-west tower, the west wall and its southern angle tower of the outer court remain. The rest of the castle buildings are extremely ruinous and lie buried under mounds of rubble or vegetation. 2 miles south-west is Wemyss Castle and 3 miles north at Kennoway is Maiden Castle.