All of the children who appeared in the toy store scene were allowed to take their favorite toy home as part of their salary. Even though it didn't work, Macaulay Culkin was allowed to keep the Talkboy.
After one scene, Macaulay Culkin asked Joe Pesci why he never smiled. Pesci told him to shut up. At the time, Pesci said, "He's pampered a lot by a lot of people, but not me. And I think he likes that."
Kevin's room service bill indicates that he ordered two chocolate cakes, six chocolate mousses with chocolate, vanilla, and strawberry ice cream topped with M&Ms, chocolate sprinkles, cherries, nuts, marshmallows, caramel syrup, chocolate syrup, strawberry syrup, whipped cream, and bananas, six custard flans, a pastry cart, eight strawberry tarts, and 36 chocolate-covered strawberries.
A real version of the Talkboy, the tape recorder Kevin plays with in the movie, was created by Tiger Electronics shortly after the film's release (along with its pink-and-purple counterpart, the Talkgirl).
The airport scenes were exponentially more difficult to shoot than the first film, because not only did they have to stay operational during filming, but Macaulay Culkin's new-found celebrity required extra protection for him from fans and paparazzi.
The toy store - "Duncan's Toy Chest" - is named after the executive producer Duncan Henderson. The toy store itself is the film's version of an actual New York City store, FAO Schwarz. The exterior of the store is that of the Rookery Building in downtown Chicago, Illinois.
In the original Home Alone (1990), Marv says "Kids are a-scared of the dark". In the sequel, he says almost the same line when Kevin goes into Central Park, changing just one letter and saying "Kids are a-scared of the park".
Not once during this movie or Home Alone (1990) do Harry and Marv call Kevin by name. They have no need to due to the fact that they only know the names of his parents from the details of the first film. All Harry saw at the beginning of Home Alone was a whiny kid who was pitching a fit. The bag that Kevin is holding in front of Duncan's Toy Chest only has the last name and initial on it.
Coca-Cola products make several appearances in the film, including in scenes when Kevin rides a limousine and when Kevin's cousin Fuller wakes up at the Plaza Hotel. Notably, Pepsi products appeared in Home Alone (1990) instead.
Throughout the course of the film, Marv steals seven items in broad daylight: mittens, one scarf, one cowboy hat, one wrapped present, earmuffs, a beanie and a handful of change from the bell-ringer's kettle.
Chris Columbus recalls during filming, "I was up on 140th Street in Harlem it was 3 in the morning and I was walking to get a cup of coffee these two young kids come up to me and they said, "What's the name of the movie?" I said "Home Alone 2" and they said, "What do you do?" and I said "I'm the director", they said, "Oh, you're John Hughes".
Although it is never mentioned at any point in the film, the names of the Plaza Hotel's concierge, played by Tim Curry is Mr. Hector; and the name of the desk clerk, played by Dana Ivey is Ms. Hester Stone.
During production, John Hughes wrote script drafts for a Home Alone 3 (1997) where Macaulay Culkin would return as a teenage Kevin McCallister, but when he found out Macaulay quit acting in 1994, he rewrote the story from scratch.
In Home Alone (1990), Kevin says to Marley, "...Yeah, I had a friend who got nailed because there was a rumour he wore dinosaur pyjamas." At the end of Home Alone 2, Fuller is wearing dinosaur pyjamas in their hotel room.
The show Kevin is watching in the first scene is a fictitious game show called Ding Dang Dong. Appropriately, it was taped on the set of an actual game show called '$100,000 Fortune Hunt--Illinois'. The host in that scene is Bob Eubanks from The Newlywed Game (1966).
For the T.V. version, about twenty minutes of the film is edited in very small sections because the film is exactly two hours. In order to watch the full version on T.V., the time slot is extended to two and a half hours.
In the scene where Kevin visits various landmarks in New York, the part where he visits the World Trade Center was removed from TV broadcasts after 2001 out of respect for the victims of the September 11th attacks.
A deleted scene featured Kevin having a similar aftershave scene in the Plaza like in the original. Chris Columbus cut the scene for two reasons: The film was already two hours long and he was afraid that people would accuse this film of being a remake rather than a sequel to -Home Alone (1990).
Up until after the release of Home Alone 3 (1997), the first two Home Alone films were not seen packaged together as one unit for purchase. This wouldn't come until after the fourth film was released on home video, thus creating it a four movie collection on DVD, which has been long out of print. With this in consideration, it would also make any VHS tapes of the fourth film a collectors item. The first film finally got it's special edition release in 2006 while Home Alone 2: Lost In New York has get it's own updated release.
Chicago-area band Enuff Z'nuff recorded their song 'Happy Holiday' to be used in the film, however the producers ultimately used Darlene Love's 'All Alone On Christmas,' so the band put the song on their "Peach Fuzz" album. It has also appeared on several "hair metal" Christmas compilations, including "We Wish You A Hairy Christmas" and "Monster Ballads Xmas".
The first two Home Alone films are not the only John Hughes films that Ralph Foody has been in. He's from Chicago, so he's a natural choice for appearing in a Hughes movie. More notably, he plays the old man who steals the ring from Jim Belushi in Curly Sue (1991).
During the Christmas pageant scene at the beginning of the movie, when the lady playing the piano is knocked over by the prop Christmas tree, the stunt was performed by a male stuntman with visible 5 o'clock shadow (although that does not count as a goof). This fact is not obvious when watching the scene at regular speed, but it is visible when watching the scene in slow motion.
When Chris Columbus scripted Young Sherlock Holmes (1985), Watson believed Holmes obsessed over a case even at Christmas because unlike other boys his age he had no family to go home to, like Harry Potter and Kevin McCallister. Columbus has ties to both the Harry Potter and Home Alone franchises.
Both this and the original Home Alone feature a character the audience is tricked into thinking he/she is mysterious and dangerous but eventually ends up helping Kevin in the end defeat both Harry and Marv. The original had Old Man Marley and this sequel featured the Pigeon Lady.
On Home Alone (1990) the Soda that we can see Fuller drink during the movie is Pepsi Cola. In Home Alone 2 they promote Coca-Cola. However when Kevin arrives to New York City, you can see a giant Pepsi Cola sign on the landscape scenes.
Brenda Fricker won the Academy Award for Best Supporting Actress at the 1990 Oscars. Following Academy tradition, she presented her costar Joe Pesci with his Best Supporting Actor award for "Goodfellas" the following year.
Kevin gets yelled at by one of his family members for something that he did earlier in this sequel and in the original movie. Kevin gets yelled at by Buzz at the end of the original for destroying his room and yelled at by his dad at the end of this sequel for spending $967 on room service at the hotel.
In the novelization for Young Sherlock Holmes (1985), Watson says London is the largest and richest city in the world; Kate says New York is one of the biggest cities in the world and director Chris Columbus scripted the other film.
Donald J. Trump: makes an appearance in the Plaza lobby where Kevin asks him for directions. Donald Trump owned the hotel during the making of this film. He bought it from The Childs Company (now called Sonesta) for $407.5 million in 1988, but sold a controlling interest to Saudi and Asian investors for $325 million in 1995, retaining a management and policy-setting role in the hotel's operations.
Frank Oz: After Harry Lime (Joe Pesci) and Marv Merchants (Daniel Stern) leave the fish market and walk down the sidewalk, Marv steals money from the red donation can. Right after Marv says "Now we're the sticky bandits" the scene changes and you can catch a brief glimpse of Frank Oz placing money into the red donation can and walking away.
The trivia items below may give away important plot points.
According to Daniel Stern, his first take for the scene where Marv gets electrocuted using the sink made Chris Columbus laugh so hysterically, he couldn't yell "cut!" even after Stern had collapsed on the floor and finished the scene.
The renovated house where Kevin sets up his traps is not actually in New York City. All the scenes of the house and the surrounding neighborhood were filmed at the Hollywood back-lot, Brownstone Street.
In the beginning of the novelization, a prologue, which ends up being Marv's nightmare in prison, he and Harry sneak away from the cops and return to Kevin's house to seek revenge on Kevin. Kevin bolts into the garage with Marv and Harry in hot pursuit. Harry and Marv end up triggering extra traps that Kevin had set up in the garage. Kevin watches as Marv ends up triggering a trap where a running lawnmower falls on his head (This was a trap featured in Home Alone 3 (1997)).
In the trailer, when Harry stumbles into the duffel bag trap containing the tools, it shows all the tools falling on him. Then the last one falls out and knocks him to the ground. In the movie itself, Harry is immediately knocked to the ground when the tools fall out.