Roosevelt Academy

Roosevelt Academy is a Super Mutant base located just south of Faded Pomp Estates, north of the MDPL Mass Relay Station raider hideout. It consists of three main buildings: Roosevelt Academy, Roosevelt Library, and Roosevelt Arts and Athletics Hall. Before the War, this served as the primary private school for the D.C. area. After the bombs fell, the Super Mutants came, and set up shop in the ruined buildings.

Maintenance Tunnels and Evacuation connects the three buildings via a subterranean route. The tunnels are patrolled by Centaurs and Super Mutants. There are several gas leaks throughout the complex of tunnels as well, so pay attention to where and when you are shooting. The tunnel's Library entrance is hidden underneath a trapdoor which is activated by an electrical switch on the wall.

Higher level players with Broken Steel can find Super Mutant Overlords throughout the site.

Maintenance Tunnels and Evacuation

 * There is a copy of Pugilism Illustrated on a shelf in a room just east of the sloping sewer tunnel (with radioactive barrels to the north) that leads to Roosevelt Library.

Roosevelt Academy

 * Pugilism Illustrated in the men's bathroom near Dean Dewey's office.
 * Pre-War Book in Headmaster's Office on his desk.
 * D.C. Journal of Internal Medicine on a desk in the southeast corner of the southwest Nurse's office.
 * 14 Cherry Bombs.
 * 3 in the middle stall of the Men's Room and 3 in the left stall of the Ladies Room in the 1st level on the west side.
 * 2 on the ground by the cabinet in the Headmaster's office (SE corner, 1st level).
 * 3 in the middle stall of the Men's room near Dean Dewey's office (same restroom as the Pugilism Illustrated, East side 1st level).
 * 2 in a wooden crate in the NE corner of the eastern-most room on the 3rd floor.
 * 1 in the first locker of the last set of lockers on the right side of the main hallway

Roosevelt Arts and Athletics Hall

 * Pre-War Book in northern room on the ground floor.
 * Sheet Music Book on the stage near the music stands.
 * One of the five pairs of Sunglasses in the game is in the ladies' bathroom on a hand dryer.
 * Quite a few Nuka-Colas in random containers and vending machines.
 * Possible Nuka-Cola Quantum spawn in a vending machine to the left of the entrance.
 * Tumblers Today on the third floor, in a room adjacent to the locker room.

Roosevelt Library

 * Nuka-Cola Quantum on the desk in the main room on 1st floor, possible spawn in a vending machine in a room to the left of the entrance, and also two vending machines in the far right corner of the map on the second floor.
 * 2 Stealth Boys: one on the desk, one in the ladies' bathroom on the floor to the right of the toilet.
 * Roosevelt Library Key looted from the super mutant inside, who wields a Minigun.

Behind the scenes

 * The academy is probably named after Roosevelt High School, which is a real life school outside of Washington DC in Maryland. It is named after Eleanor Roosevelt rather than the two presidents Theodore and Franklin. Dean Dewey, the Academy's Protectron, refers to the school as Roosevelt High School when activated at the headmaster's terminal.
 * The large number of Cherry Bombs found in the restrooms is likely a reference to the classic prank of flushing fireworks down toilets to create sewage water explosions.

Bugs
As you enter the Maintenence and Evacuation Tunnel from the Roosevelt Academy, you may notice a random explosion go off near a group of radioactive barrels. This is caused by a grenade bouquet that is set off by a bunch of objects set on the floor that twitch and knock a precariously placed radioactive barrel into the bouquet. You can dodge this by not bumping anything until you disarm the bouquet. (Confirmed, Xbox 360)