Here is the full list of all 20 Woolfe - The Red Hood Diaries achievements. It takes around 6-8 hours to unlock all of the achievements on Windows.
Roll...
Drown right after Red tells you she can't swim.
Find Reds axe
Unlock 6 diary entries.
Unlock 18 diary entries.
Unlock 36 diary entries
Kill 50 rats.
Kill 20 Fairies.
Kill 100 kickstarter backers.
Kill a Tesla guard
Discover all combo's
Escape the guards without dying.
Defeat the big rat.
Defeat the Pied Piper
Finish the harbour on hard.
Visit the outhouse in the Forest Adrift
Be quicker than the dev's and finish A Forest Adrift in less then 4 minutes and 56 seconds
Chase Woolfe through the woods without dying.
Defeat Woolfe and listen to what Grandma has to say.
Defeat Woolfe on hard.