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