Destroy what you don't need.

Kill at least one enemy with Wooden Plank, Steel Pipe, Handgun, Shotgun and Rifle in a single playthrough.

Kill Eddie.

Defeat the Abstract Daddy.

Find the pizza in Pete's Bowl-O-Rama.

Defeat the Flesh Lip.

Meet Maria.

Kill 75 enemies with melee weapons.

Reach Wood Side Apartments.

Destroy 50 windows.

Try to leave Silent Hill in the Observation Deck area.

Encounter a former S.T.A.R.S. captain.

Liberate the changed man.