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I must choose my favorite between each of the four? Hmm... Nightingales. Then... Darkmoor.
Darkmoor is a kingdom in a book series by Raymod E. Feist. Assuming you haven't read those books I'll say Whiterun over Riften. Wizards over Assassins.
Darkmoor is in Skyrim too.
Hmmmm, Probably Riften. Assasins.
Oh really? Hmm, I don't believe I noticed that name. Good choices, I would've chosen those too.
Darkmoor is near whiterun. Its a keep and town thats run down I believe. Also knows as fort Greymoor (I think)
Separate names with a comma.