Think of it like watching the Star Wars trilogies--either one will spoil it for you one way or another. Whether one spoils certain aspects more than the other is debatable. I personally watched F/SN 2006, then F/Z and now UBW, which is the order I would recommend. But if you don't want to stumble through mediocrity, then watch F/Z and then UBW.
I will echo Chewin's words that watching first Stay Night, then Zero and UBW is what I would recommend as well. Even though the 2006 is okayish, it serves as a nice introduction to the franchise, which makes experiencing Zero more satisfying since it is very very good and involves familiar faces which makes the experience that much more enjoyable. And since UBW serves as a sequel to Zero, it is enjoyable to experience it this way IMO.
Deen's Fate is really bad though. I mean the Fate route is really bad even on it's own but DEEN managed to make it even worse.
And I have to disagree with the notion that you should watch Zero before watching Fate UBW or especially Heaven's Feel.





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