The Silent Hill Historical Society is a historical museum on the edge of South Vale. This museum is accessed in Silent Hill 2 after James Sunderland leaves Brookhaven Hospital. It is managed by Frank Anderson.
The building is designed as a small museum, showcasing photographs and artifacts of Silent Hill's historical past. Many photos hang on the walls of the museum, some of which show landmarks of the once-famous town. Some pieces also refer to the dark practices that have taken place within Silent Hill.
Much of the building is in shambles during James's visit; display cases are shattered and wall doors broken down. Some of the museum's pictures have also may have been touched by the effects of the Otherworld, as they depict horrific scenes and disturbing figures. One of them, "Misty day, remains of the Judgment", features Pyramid Head.
- Main article: Toluca Prison
On one of the museum's walls is a gaping hole revealing a long tunnel to travel through. As James travels down to the bottom levels of the historical society, he will begin to hear a boat horn in the background, possibly alluding to the sinking of the Little Baroness. After reaching the end of the tunnel and jumping into various mysterious holes, James will find himself in the abandoned prison, which the Historical Society was seemingly built on top of.
In his journey beneath the Historical Society James encounters numerous holes which he must jump into, going deeper and deeper into the unknown. Following the perplexing Labyrinth and the fight with Eddie Dombrowski, James appears only at the surface level of the lake, despite all the holes and passageways he has passed. This makes the player wonder whether the locations he's visited were actually connected or has James been taken to these places through his imagination.
- In the back room with the show case containing the Obsidian Goblet, a painting of the first hole James jumps down in Toluca Prison can be seen.
|Eric Lake - Tina - Bill - Jessie - Ryan - George - Emilie Anderson - Frank Anderson - Michelle Anderson|
Hanna - Lorraine - Captain Lake - Scott Fairbanks - Greys
|Creeper - Double Head - Greedy Worm - Gum Head - Insane Cancer - Mama - Mothbat - Numb Body - Nurse - Phantom - Pyramid Head - Robbie the Rabbit - Scraper - Split Worm - Tremer - Tuberculosis|
|Brookhaven Hospital - Central Square Shopping Center - Hazel Street Station - Jacks Inn - Labyrinth - Lakeside Amusement Park - Silent Hill Historical Society - Spiral Staircase - Toluca Lake - Toluca Prison|
|Flashlight - Fog World - Little Baroness - Monster - Otherworld - Radio - Real World - Siren - Welcome Sign|