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Even at Level 10 and above, it won't trigger until a guard is spoken to. Talking to Hold Guards will not trigger the quest until the Dragonborn is at least Level 10 or higher.
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It is also not far from Dimhollow Crypt, which is up a small pathway to the west. It serves as a home for the Vigilants of Stendarr and their leader, Keeper Carcette. This isolated building is located south of Red Road Pass which is south of Dawnstar.