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The most epic confrontations in the Tolkien Legendarium.
Note: If you haven't read The Silmarillion and to a lesser degree Unfinished Tales and The Children of Húrin, a lot of these will not be familiar to you. I suggest you just skip this post altogether until and if you read those books. A knowledge of The Hobbit and The Lord of the Rings is certainly required, but it only tells of the Third Age (with some few flashback to earlier days), and many of the grandest armed confrontations occurred in earlier ages, especially for some reason in the First Age, when Morgoth was constantly up to no good and the proud princes of the Noldor were still mighty.
In your opinion, what were the greatest individual or small-group conflicts in the history of Middle Earth? I don't mean grand strategic clashes like the destruction of the rings, nor wars fought by thousands on either side, but individual single-combat duels or one against many or small group versus small group conflicts. These are some of the most dramatic points in the various tales of the Ages, and can make a hero's reputation live in song for generations to come, so I want to know which were the truly epic fights, either because of the tremendous power of both combatants, or a case where a much weaker combatant takes on a stronger one against seemingly hopeless odds or at least dies honorably leaving an account of himself that surprises and awes everyone. No need to go on, you know what I mean by epic!
Here are the choices in no particular order. You can select 10 or as many as you want if you want to describe your reasoning. Likewise, you can describe why some matchups were not as heroic as billed. You can rank them or rate them. It's really up to you and your knowledge of each conflict. You can even put in your own favorite conflicts that I've overlooked. I will weigh in after several others have put their two cents in. For convenience I've numbered them in case it's easier for you to refer to them that way.
1. Fëanor vs Gothmog and his balrogs and many orcs (with only a couple other elves at his side).
2. Boromir against innumerable orcs and úruks defending Merry and Pippin after betraying Frodo.
3. Fingolfin vs Morgoth (after challenging him to single combat and bringing him out of Angband).
4. Ecthelion vs Gothmog (inside Gondolin during the sack of that city).
5. Túrin vs Glaurung (singlehandedly and one-handedly after seemingly everything goes wrong).
6. Beren, Lúthien, and Huan vs Curufin and Celegorm, Carcharoth, Sauron, and Morgoth.
7. Eärendil vs Ancalagon the Black (during the War of Wrath).
8. Bilbo and Bard vs Smaug (in Lonely Mountain and over Lake Town).
9. Éowyn and Merry vs the Witch-King of Angmar on the Pelennor fields.
10. Aragorn, Imrahil, and Éomer vs thousands of orcs and trolls on the Pelennor fields.
11. Gandalf vs Durin's Bane (the balrog of Moria).
12. Gandalf the Grey vs Saruman (their first encounter).
13. Aragorn vs five Black Riders on Amon Sûl (Weathertop).
14. Aragorn meeting Sauron's gaze and matching his will in the palantír of Orthanc.
15. Glorfindel against a balrog outside Gondolin (during the sack of that city).
16. The four returning hobbits in the battle of Battle of Bywater, to rid the Shire of Sharky's mob.
17. Húrin vs Gothmog and his troll guard in the Nirnaeth Arnoediad.
18. Húrin vs Morgoth (resisting Morgoth's will rather than a physical battle).
19. Gandalf the White vs Saruman (at Orthanc after the ents have made a mess of Isengard).
20. Gil-Galad, Círdan, Elrond, Elendil, and Isildur vs Sauron on the slopes of Mount Doom.
21. The ents vs Isengard and its remaining legion of orcs plus a rather hapless Saruman.
22. Sam vs Shelob with Frodo already poisoned.
23. Finwë vs Melkor in Aman trying to retake the stolen silmarils.
24. Aragorn confronting the spirit king Baldor of the oathbreakers and his horde in Dunharrow.
25. Finrod Felagund in chains vs Sauron and a huge werewolf.
26. Orodreth of Nargothrond vs Glaurung and his host.
27. Ar-Pharazôn of Númenor vs Sauron and later vs the Valar.
28. Azaghâl driving back Glaurung to Angband in the Dagor Bragollach.
29. Fingon who drove back a young Glaurung then later nearly slew Gothmog but for treachery.
30. The "Princes of the West" vs the numberless horde at the Morannon (end of ROTK).
31. Huan the hound vs Carcharoth the wolf in single combat during Beren and Lúthien's quest.
32. Frodo vs Smeagol for the ring in the halls of Orodruin (Mount Doom).
33. Thingol defeating the toughest orc ever, Boldog (heh), in single combat.
34. Morwen holding out against the easterlings for several long years with Nienor to care for.
35. Thorondor, king of eagles, against multiple winged dragons in the War of Wrath.
36. Thingol, Beleg, Mablung, Beren, and Huan(!) vs the silmaril-crazed Carcharoth.
Again, I realize this is only for true Tolkien buffs, so feel free to pass it by, but remember if you do you're a big wuss and you should be ashamed of yourself for not reading more about the history of Middle Earth.