My tips:
That said, whenever there is a megathread in /r/politics with like 100 article links, I'll usually start with Reuters, The Hill or Associated Press and then read others for balance.
Forgive placing them all in the same bucket, but some sources I've learned to read with skepticism are Fox, Breitbart, Reason, CommonDreams.org, Quartz, Buzzfeed, Vox, Huffington Post, Electronic Frontier Foundation and probably many more. That doesn't mean that I don't look at these though. They can raise interesting points and novel facts, I just read them with the understanding that they are more likely to say one side or to exaggerate/assume in favor of that side.