Trivia: City Slickers
- Actor Allusion: In the second film, Glenn (recast with Jon Lovitz) tried to "milk" Norman. This could be an allusion to his character in A League of Their Own, who chaffed at the characters played by Geena Davis and Lori Petty milking cows.
- AFIS 100 Years 100 Laughs: #86
- Hey, It's That Guy!: A young Jake Gyllenhall plays Mitch's son.
- Hey, It's That Voice!: The clerk girl that interrupts the birthday party in part one is Yeardley Smith, best known for playing the voice of Lisa on The Simpsons.
- Real-Life Relative: Mitch's daughter is played by Billy Crystal's daughter Lindsay. Her older sister appears as a jogger in City Slickers 2.
- Reality Subtext: Billy Crystal tells the true story of the first baseball game he went to.
- Retroactive Recognition: Jake Gyllenhaal as Mitch's son in the first movie.
- The Other Darrin: Jon Lovitz replaced Bruno Kirby for the sequel. Totally justified in this case though: Kirby was extremely allergic to horses and had to get constant vaccines during filming of the first one.
- What Could Have Been: Rick Moranis was supposed to be in City Slickers, but declined the offer to take a break and care for his wife Ann, who was very ill at the time (the situation went From Bad to Worse when she lost her fight to the illness four months before the film's release).