Leopold and Loeb Juvenile Detention Center was a juvenile delinquent center located outside Riverdale. This is where Archie Andrews was taken after he pleaded guilty to the murder of Cassidy Bullock. It is owned by Hiram Lodge. It was later closed down due to the opening of Hiram's private, for-profit prison on the Southside of Riverdale.
- "Chapter Thirty-Six: Labor Day" (mentioned)
- "Chapter Thirty-Seven: Fortune and Men's Eyes"
- "Chapter Thirty-Eight: As Above, So Below"
- "Chapter Forty: The Great Escape"
- "Chapter Forty-One: Manhunter" (mentioned)
- "Chapter Forty-Four: No Exit" (mentioned)
- "Chapter Forty-Eight: Requiem for a Welterweight" (mentioned)
- "Chapter Forty-Nine: Fire Walk With Me" (mentioned)
- "Chapter Fifty: American Dreams" (mentioned)
- "Chapter Fifty-Two: The Raid"
- The name of the juvenile detention center is a reference to Nathan Leopold and Richard Loeb, who were two wealthy teenagers in the 1920s who committed murder for the intellectual experience of it.
- Several of the details and events in the prison seem to be direct homages to the novella Rita Hayworth and Shawshank Redemption, as well as its film adaptation.
- The warden's surname is Norton, just as it was for the warden of Shawshank State Penitentiary in both the film and novella.
- The prisoner Mad Dog is shown to have a book that appears to have been modified to accommodate a tool, which is also true for the character of Andy in both the film and novella.
- When Archie Andrews makes his escape, the route he uses is through a sewage line of some sort, which was similar to the route taken by Andy in both book and film.
- Warden Norton of Leopold and Loeb kills himself just before he can be made accountable for his corrupt actions in the prison, similar to the fate of the warden of the same surname in the film.
- The detention center has a music room, though it mostly goes unused.