Factual error: Towards the end of the movie when Andy is escaping, he breaks open a sewage pipe and is covered with its contents. It is physically impossible for the sewage to shoot out of the break like it did. In order for that to happen there has to be pressure. But there is none there, because the end he crawls through is empty and the end is in the open air.
Plot hole: When the warden comes into the cell the morning after the escape, the poster covering the hole is fastened down on all four corners - impossible to do after squeezing into that small hole. [On the DVD commentary, the director confirms that this was a movie "cheat".]
Continuity mistake: When showing how Andy switches the books, watch the folder on the table. The folder has a corner that is bent up. When Andy removes the Bible and folder from behind his back and places then on the table, the folder he places has the bent corner. The one already on the table is perfectly flat.
Continuity mistake: At the very start of the movie the lawyer questioning Andy is wearing a grey suit with a pink striped tie, and Andy is wearing a dark suit. When the scene cuts from Andy's flashback for the last time and the lawyer sums up his case, they have literally swapped suits.
Factual error: When Red is sitting under the oak tree in 1967 and pulls the money out of the envelope, the top bill is signed by Nicholas F. Brady, who was Secretary of the Treasury September 1988 - January 1993.
Factual error: Near the end of the movie, in the shot where the marked patrol cars are racing towards the prison to arrest the warden, you hear them using electronic sirens. Those sirens were not in law enforcement use until the mid to late seventies.
Other mistake: When the cons are drinking beer on top of the roof, the man that finished his bottle gestures for another. The guy takes out an already-opened bottle of the bucket horizontally, the beer should've poured out.
Factual error: Red, while using the restroom in the grocery store he worked in after getting out of jail, is peeing in a 1980s urinal.
Factual error: In the scene where Andy first goes to work with Brooks in the library, the year is 1949 or 1950. Brooks tells Andy where the Louis L'Amour books are located. Louis L'Amour wasn't published in the US until 1951, and only had one book released before then.
Continuity mistake: The "A" that Andy carves initially is different from the "A" shown near the end of the movie showing how he escaped.
Continuity mistake: As Norton kills himself, the glass that blows out behind him is quite large and about half of the frame gets blown out. There are a few specs of blood on the window as well. A couple of shots later as the camera pulls back and shows Norton you can see the hole in the window is quite small and shaped differently and a smear of blood above the hole now.
Continuity mistake: When Brooks has the knife to Heywood's throat, in one shot there is blood visible on his neck, yet in the next shot the blood is gone.
Continuity mistake: In the scene where the warden is tossing cells and comes to "size up" Andy, it shows all of the chess pieces on the window being knocked over while one is in the guard's hands. After a short time one of the pieces is upright again, without anyone touching them.
Continuity mistake: The sweat disappears from Red's white shirt as he approaches the oak tree at the end.
Factual error: In the library, Heywood is listening to Hank Williams' "Lovesick Blues." He is playing the double LP "Hank Williams 24 Greatest Hits," which was originally released by MGM in 1970. "Lovesick Blues" was recorded long before this, but it is not possible for him to have acquired that particular 1970 double LP.