Shearpoint is guarded by a dragon who can be killed like any other dragon by either lowering the difficulty and tanking the damage or seeking cover and gradually shooting him out of the sky with a bow and arrow.
It is also guarded by Krosis who has huge amounts of health and can cause a lot of damage on hard difficulties. You can either lower the difficulty or you can attack him until your health is low and then hide behind a tree or some stones or a small heap of dirt and recover your health by using potions, magic or the natural health regeneration. The latter is very slow though so it might make you very bored. Shearpoint can be found: