- Awesome, Dear Boy: Alan Rickman turned down the role of the Sheriff twice before he was told he could more or less have carte blanche with his interpretation of the character.
- Breakaway Pop Hit: Bryan Adams' "Everything I Do (I Do It For You)".
- Cast the Runner-Up: Sean Connery was first offered the cameo of Lord Locksley, but passed as he felt he had been playing a lot of fathers in recent years.
- Dawson Casting: 61-year-old Sean Connery as 37-year-old Richard the Lionheart.
- Could double as Artistic License History, as the producers wanted Connery in the film in some way, and after he turned down being Robin Hood's father, Richard was the most likely role after that (and he is a very kingly actor).
- Dueling Movies: With another film called Robin Hood that was also released in 1991. That film starred Patrick Bergin as Robin and Uma Thurman as Marian. In the U.S., it got shunted off to TV and video because of this film, but it was released theatrically in other countries.
- Fake Brit: Kevin Costner, Mary Elizabeth Mastrantonio, Christian Slater, Michael Wincott, and Mike McShane.
- Sean Connery is British, but King Richard was certainly not a proud Scotsman.
- Fake Nationality: The African-American Morgan Freeman plays an Arab.
- At the time in Europe, the term "Moor" was a general term for Muslims. In addition, Moors were an ethnicity rather than a race and included sub-Saharan Africans amongst the generally Berber people.
- Fatal Method Acting: Averted. BRIAN BLESSED was almost killed filming his death scene.
- Follow the Leader: The film copies so many of the unique and distinctive elements of the 1980s British Robin Hood TV series Robin of Sherwood that the creators of the latter actually briefly wondered whether they should sue. They quickly decided against the inevitable hassle and stresses, and just waved it all off. It should be noted that this movie itself kicked off a string of costume drama/adventure films, including ones set in the Middle Ages and the Renaissance, and swashbuckler films in general.
- Money, Dear Boy: For his unbilled walk-on cameo at the end, Sean Connery received $250,000, which he donated to charity.
- Uncredited Role: Sean Connery is uncredited for his cameo role.
- Prop Recycling: Kenner recycled a lot from their other lines to create action figures and playsets for this film, most notably the Super Powers Collection and various Star Wars molds.
- Throw It In!: Christian Slater ad-libbed Will Scarlet's line of "Fuck me, he cleared it!", after Robin and Azeem are catapulted over the castle wall. Kevin Reynolds kept it in the film because it was funny, despite the historical inaccuracy (though as has been pointed out several times on the main and YMMV pages, he wouldn't really have been speaking English anyway).
- Alan Rickman ad-libbed the line about cancelling Christmas.
- Trope Namers: Cut His Heart Out with a Spoon
- Wag the Director: Kevin Costner and Kevin Reynolds had a few disagreements onset, culminating with Costner, who was also a producer, taking over the editing of the film, going to the extent of physically locking the original editor Peter Boyle out of the editing suite. However, the producers were contractually obliged, under Directors' Guild rules, to show their cut to Reynolds. He was less than impressed with what they'd done to his film. And it would only get worse with their next collaboration.
- What Could Have Been:
- This early draft is a lot more fantastical than the final version.
- Robin Wright was set to play Marian, but she had to drop out due to her pregnancy, and Mary Elizabeth Mastrantonio signed on to replace her. Elizabeth Hurley and Nicole Kidman were also considered, while Sophie Marceau auditioned.
- Mel Gibson was originally offered the role of Robin Hood. He turned it down, not wanting to do another period piece after starring in Franco Zeffirelli's Hamlet. Cary Elwes was offered the role and turned it down because he thought the plot was too contrived. He did, however, portray the character in Robin Hood: Men in Tights.
- Johnny Depp turned down the role of Will Scarlet.
- John Cleese, Jon Finch, Michael Gambon, Richard E. Grant, John Hurt, Ian McKellen, John Malkovich, Sam Neill, Oliver Reed and Patrick Stewart were considered for the Sheriff of Nottingham.
- Richard Griffiths passed on the opportunity to play Friar Tuck.
Trivia / Robin Hood: Prince of Thieves