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The Elder Scrolls V: Skyrim Hints
Take over the fort.
1 of 7: If you got this objective by being detected by the outdoor Stormcloaks, you'll need to take them down using retreat-and-fire tactics before you free the prisoners inside the fort's prison area.
2 of 7: If you got this objective after freeing the four prisoners, which is the ideal method, wait until the prisoners all get their armor back on.
3 of 7: They won't have any weapons, and you can't give them any, so it's best to talk to each one of them and tell him to wait there. That way, they won't get killed uselessly.
4 of 7: Sneak back the way you came, ready to kill three Stormcloak soldiers who are now inside the prison area.
5 of 7: Return to the large room with the stairs, then go up them and use the door to exit to the fort's outdoor courtyard.
6 of 7: There'll be a lot of Stormcloak soldiers out there. You may need to sprint for the fort's entrance and move away from it for some maneuvering space due to your lack of Imperial allies. (Note that the prisoners may follow you outside even if you told them to stay put, in which case they can at least act as distractions.)
7 of 7: You'l get the next objective when the last of the Stormcloaks is killed.