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The Elder Scrolls IV: Oblivion Hints
How can I sneak him and me out of the castle?
1 of 9: You can sneak out of the castle two different ways.
2 of 9: One is to go back through the dungeon, but even if you entered it legally, the guards will still treat you like an escaped prisoner if they see you.
3 of 9: The much better way is to go through the door that leads to the Castle Skingrad Dining Hall area.
4 of 9: You're still branded as escaping prisoners, so sneak carefully to the door to the Castle Skingrad County Hall area.
5 of 9: You'll end up on an upper walkway, so sneak along it until you reach a door leading outside to the courtyard.
6 of 9: Sneak over to the door that leads out to the West Weald area, but save before you go through it -- there could be a guard just on the other side of the door.
7 of 9: If so, you'll need to successfully sneak along a ways behind him as he goes across the bridge.
8 of 9: At the other end of the bridge, head down the path toward the green quest arrow.
9 of 9: When you reach the right spot, you'll get a journal entry.