"Hardest" in a good, logical way - probably TimeQuest. It is so unlinear that you can spend hours and hours just exploring it. But the time travel concept and puzzles involving different historical events are great fun.
Woodruff is pretty tough with all the options given. It gets almost impossible near the end, but I still love the game, and it has its own weird logic.
As for the "easiest", there is too much to choose from, especially in recent years.
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