Hartmann Federal Penitentiary is a prison in Empire Bay. As you walk in you walk along the gates of the prison yard which seem to separate the Asian (on the left) African American (on the right) and the White (straight ahead) groups. This could be a reference to gang violence that still exists in prisons today. It is a hell hole in all ways. During Vito's stay there, he gets into fights, is forced to clean dirty toilets, and is abused regularly by the guards. Leo and his gang have a lot of influence here being able to roam the prison when presented with a task.
It only appears in Chapter 6, Time Well Spent and the first mission in Jimmy's Vendetta Too Good to be True and is not on the map of the city so we do not know exactly where it is. It's presumably on the outskirts of the city that are unavailable to the player.
In prison, Vito gets to know Leone Galante who teaches Vito grappling and boxing. Thanks to Leo, Vito has an easier life in prison and eventually gets his sentence shortened due to Leo pulling some strings.
The captain of the penitentiary is Terrance Stone.
The assistant Chief of the Prison is Frank.
- Vito Scaletta (1945-1951)
- Leone Galante (1943-1948)
- Pepe Costa (1927-1947)
- Brian O'Neill (1945)
- Federico Pappalardo
- Stephen Coyne
- Mr. Wu
- Wu's Fighter
- The prisoners banging the fence and threatening the new inmates as Vito enters the walk into the prison seems to most likely be a reference to The Shawshank Redemption when Andy Dufresne first enters the prison. The captain's speech to the new prisoners also has several similarities to that of the warden in Shawshank such as "Your ass belongs to me"
- The prison cellblock resembles the cellblock off The Shawshank Redemption.
- The name of the penitentiary may possibly be a reference to Gunnery Sgt. Hartmann, the infamous drill sergeant from Full Metal Jacket.
- The warden has a Toothbrush style mustache, commonly known as a Hitler Mustache unpopularised by World War II dictator, Adolf Hitler. Hitler commited suicide the same year the warden first appears in 1945.
- In Jimmy's Vendetta, Jimmy breaks out during a prison riot.
- Interestingly, at the scene of the arrival at the jail, there is one member of each gang in Empire Bay. Vito, an Italian-American belonging to the Mafia, a Greaser, a Chinese man belonging to the Triads, an African-American belonging to the Bombers and an Irishman belonging to the Irish Gang.
- When released into the Prison yard to find Leo there is a man sitting on the ground near a guard tower, he appears to be talking to himself, talking about a bomb, and being tricked.