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Originally Posted by Ibrīnišilpathānezel
There doesn't appear to be any question that, at some time, Gandalf traveled to Angmar, but there is also little question, I think, that he did not engage the Witch King in any direct manner. In LotR, "The Siege of Gondor," when Gandalf tells Denethor that the WK has come and mastered the outer walls of Minas Tirith, it is said:
To me, this says beyond question that Gandalf and the WK had never faced off against one another. If Gandalf traveled in Angmar during the WK's reign, I suspect it was to gather information that could be used to aid the cause of those who opposed him, and Sauron.
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Yes, certainly we would have heard about a direct matchup of the two in the Second Millennium. Gandalf seemed to rely on disguises to enter these areas--he certainly did when he went into Dol Goldur in 2850. So apparently he went in and out of Angmar (like Dol Goldur) without revealing his identity...
But was not the Witch King at the battle between Gandalf and the Nazgul at Weathertop? The description of events given by Gandalf at The Council of Elrond (Fellowship of the Ring) says
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the Captain then sent some eastward straight across country, and he himself with the rest rode along the Road in great wrath.
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and then that when he himself (Gandalf) reached Weathertop
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they were there before me.
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I suppose one could argue that the WK was not there, but then Gandalf says (as an explanation of why he did not remain) that
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...and it would have been folly to try with all the Nine at my heels.
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