Here is the full list of all 19 Obscure achievements. It takes around 12-15 hours to unlock all of the achievements on Windows.
Finish the game in 'Special' mode.
Finish the game in 'Hard' mode.
Kill 3 monsters with a single light grenade.
Kill 150 monsters with a firearm.
Kill 50 monsters hand-to-hand.
Every playable character survived at Leafmore.
Finish the game.
Finish the game in 'Normal' mode.
Find all of the weapons.
Cross the gardens.
Enter the gardens.
Check out the dorms.
Search the basement.
Go to the nurse's office.
Search the auditorium.
Explore the library.
Find the principal.
Leave the office building.
Finish the prologue.