For her split screen scenes, Lindsay Lohan wore an earpiece which would play back the dialogue of the other sister.
The lost boy who shows up at the girls' camp is played by Michael Lohan, Lindsay Lohan's real-life brother. Lindsay's siblings regularly appear as extras in her movies.
When Lindsay Lohan was 11 she pretended to be ill so she could skip school and go to her first movie audition for The Parent Trap.
Actress Joanna Barnes played the "wicked girlfriend" in The Parent Trap (1961) and plays the mother of the wicked girlfriend in this version. In the 1998 version, the wicked girlfriend's name is Meredith, rather than Vicky. Joanna Barnes' character, as the mother, in this new Parent Trap is still named Vicki, however.
Mara Wilson auditioned for the dual roles, but was ultimately passed over because producers felt she wasn't old enough to play the parts. Scarlett Johansson, Alex McKenna, Michelle Trachtenberg, and Tina Majorino also tried out for the leads.
When Hallie arrives in London and meets Martin at the airport, at the point where the two begin their greeting, you can see Lindsay Lohan's mother holding her brother Dakota Lohan, and beside her is Lindsay's other brother Michael Lohan and sister Aliana Lohan. (If you watch closely, Ali can be seen turning around to watch her sister, then Lindsay's mother turns to look as well.)
After Hallie arrives in London, her mother takes her to a photo shoot. Above this, we hear a cover version of "Here Comes The Sun" by The Beatles, one of the songs on their album "Abbey Road". As we watch Hallie and her mother on her way, they cross the same street the same way as The Beatles did for the cover photo of the album "Abbey Road". Even the cars on the side are the same.
The twins in this version are named after the daughters of director Nancy Meyers' and producer Charles Shyer, Annie Meyers-Shyer, and Hallie Meyers-Shyer, both of whom have small parts in the movie. Hallie plays a girl at camp at the beginning who asks where the Navajo bunk is, and Annie plays the towel girl at the hotel who brings Elizabeth the first aid kit. The character whom Hallie Meyers-Shyer plays, conversely, is named Lindsay, after Lindsay Lohan, the actress who plays Hallie and Annie.
Meredith is heard talking on the cell phone to a "Reverend Mosby," a reference to a character in the original The Parent Trap (1961).
An oddity for a Disney film, this one shows a mother smoking a cigarette and getting deliberately drunk.
Writer and director Nancy Meyers handpicked Lindsay Lohan to play the dual role of the twins in the film and phoned the Lohan household, herself, to inform the actress that she had landed the part.
To find the actress who would play Hallie and Annie, an exhaustive casting search was conducted in Boston, Chicago, Minneapolis, Atlanta, Miami, Vancouver, Toronto, and London, with open calls in New York and Los Angeles.
The scene where Annie and Hallie are lying in bed and the camera pans from the moon, to the parents' picture, to the twins, took six hours to get right. Lindsay Lohan' had to change from Annie to Hallie, and back all the time.
The reaction of Nick Parker (Dennis Quaid's character) reaction to seeing Elizabeth (Natasha Richardson's character) for the first time in 11 years is identical to James Garner's character's reaction in Move Over, Darling (1963) upon seeing his missing wife after 5 years. In both films, the man is on an elevator with his current partner and leans over in disbelief as the door closes. James Garner's character in Move Over, Darling (1963) is also named Nick. James Garner actually copied the move in the elevator from Cary Grant who did the same thing in the movie My Favorite Wife (1940). When Cary Grant entered the elevator with his new bride Gail Patrick he was shocked to see his first wife Irene Dunne who after seven years had been declared missing at sea and presumed dead that very morning. Move Over, Darling is a remake of My Favorite Wife. Dennis Quaid also does a very distinctive voice impersonation of Cary Grant in the scene following the camping trip.
Lindsay Lohan can be heard singing "Let's Get Together" as she walks into the elevator at the Stafford Hotel. This song is from the 1961 original. Similarly, the first few notes of "Let's Get Together" are played as the closing notes of music at the tail of the end credits.
In casting the dual role of twins Hallie and Annie, director Nancy Meyers kept saying, "I'm looking for a little Diane Keaton... Diane is so alive on screen and that's what I wanted from the actress in these parts."
The word "actually" was said and sang 23 times, the last time in the last line of the movie, "We actually did it!"
There is a deleted scene that slots between Hallie and Martin meeting at Heathrow Airport, and Hallie meeting her mother and grandfather. Hallie is in a limo with Martin and they come across Buckingham Palace. She gets out and tries to get one of the guards to move. The guards then crowd around in formation as the Queen exits Buckingham Palace in a car. The window rolls down and Hallie speaks to the Queen, getting confused with 'Your Highness' or 'Your Majesty' or whether to curtsy. The Queen promises not to tell a soul and moves off. Director Nancy Meyers had a difficult time getting the uniforms, location, and an actress to play the Queen. Although the scene is shot well it was ultimately deleted due to pacing problems.
Camp Walden is based on an existing camp for girls with that name in Denmark, Maine. There is no Isolation Cabin and the camp only runs seven weeks as opposed to eight.
From the opening of the film we find out that the parents were married on 8 January 1986. Nicholas Parker was 24 and Elizabeth James was 23. Elizabeth's occupation is listed as artist, while Nick's is listed as Viticulturist.
Marva Kulp Sr. and Jr., the camp counselors, are named in tribute to Nancy Kulp, who played the younger of the camp counselors in the original The Parent Trap (1961).
There is an extended ending where Hallie tells Annie: "You guys are going to love living in California." To which Annie replies: "California? You guys are going to love living in London." Then Hallie replies "London?" In the front yard, Sammy is barking to the poodle next door as Chessy and Martin are kissing and Charles is getting home.
The music that plays when Annie and Hallie do the "secret handshake" with Martin is "Soulful Strut" (1968) by Young-Holt Unlimited. The original is an instrumental, but a version with lyrics, "Am I The Same Girl," has been recorded several times, including hit versions by Dusty Springfield and Swing Out Sister. They lyrics include, "Why don't you stop and look me over...Am I the same girl you used to know?"
During the 'booby-trapped cabin' scene where the water balloon is dropped onto Annie's head, a thumbtack was fastened into Lindsay Lohan's wig so the balloon would pop before actually hitting her. The balloon was so heavy that simply dropping it on her head would not have been likely to pop it and could have caused serious neck injuries. This seemingly fun and silly stunt would be realistically dangerous without taking proper precautions.
Michelle Trachtenberg was considered for the role(s) of the twins. Coincidentally, the actress's birthday falls on 11th October, the same day as Hallie and Annie's in the film.
The name of the hotel, The Stafford, is a reference to the name of a boy in the original The Parent Trap (1961). He is the boy Hayley Mills' character, Susan, is talking to her mother about marrying while they are having their picnic in the park.
The film states: "For Hallie" during the final credits, which is a dedication to 'Nancy Meyer''s real-life daughter, Hallie-Meyers Shyer. This is probably because of a pre-existing dedication in the 1987 film Baby Boom (1987), which was directed by Nancy Meyer's husband, Charles Shyer. However, the credits at the end of this film list "For Annie" instead.
Director Tony Richardson (Natasha's father) once lived on the exact street that Natasha's character Elizabeth James lived on.
The music underscoring the girls' march to the "isolation cabin" was originally used in The Great Escape (1963), scored by Elmer Bernstein.
In an extended scene, Elizabeth delves further into why she and Nick did not stay together long. She says, "I tried living in California, he tried living in London". Hallie replies, "So you broke up?" Elizabeth tells Hallie that she and Annie were the best thing about the whole situation and they continue to stroll down the streets of London.
Meredith's mother, Vicki, is played by the same actress who played Vicki Robinson, the Meredith character in the original 1961 Parent Trap.
Lindsay Lohan has starred in a number of movies that involve some sort of "swapping". In this movie, she plays both twin sisters who swap lives and pretend to be one another. In Freaky Friday (2003), her character swaps bodies with their mother. In Just My Luck (2006), her character swaps fortune and luck with another man.
By the time the movie came out, all of the cast members that played adult family members in the original 1961 film had passed away except for Maureen O'Hara, who had played the twins mother. Sadly, she also outlived Natasha Richardson, who played the twins mother in the remake.
The scene where Lindsay Lohan steps barefoot in molasses was shot 10 times because it wouldn't squish between her toes properly.
Another deleted scene appears in the trailer that debuted in 1998. The scene shows Hallie standing out on the deck of her vineyard-estate house. She sees a shooting star and sings the rhyme "Starlight, Starbright". Annie appears standing outside her window, too.
When Hallie is in London talking to Annie on the phone she uses "Mildred Plotka" as her fake friend's name to her mother. Mildred Plotka was the real name of the character played by Carole Lombard in the classic screwball comedy Twentieth Century (1934).
In the original draft of the script, many scenes are altered or deleted. An extended ear-piercing scene is in. While putting the needle through Annie's ear, Hallie screams and passes out. Annie gently smacks Hallie in the face, trying to wake her up. After Hallie wakes up, she asks Annie, "Are you bleeding to death? Did it hurt?" Annie tells her no to both questions and shows Hallie the needle again, and tells her to finish with the other because she (Annie) will not go through life with just one pierced ear. Hallie passes out again.
When Hallie wins at poker the first time the twins play, she produces a royal flush and and says "in your honor" to Annie, obviously referring to her British nationality. However, the music being played in the background is the first notes to La Marselleise, which is not only the French national anthem, but also revolutionary and anti-monarchic.
The man who weds the parents at the beginning is played by Director of Photography, Dean Cundey.
David Hasselhoff, Richard Gere, Jeff Bridges, Kurt Russell, Patrick Swayze and Pierce Brosnan were considered for the role of Nick Parker.
The name Meredith Blake is a reference to a male character in "Five Little Pigs", a story written by Agatha Christie. An adaption of that story was produced for the TV series Poirot (1989).
The song Hallie is humming on her way to the elevator at the hotel when she first encounters Meredith is the same song that the twins sang for their parents in the original 1961 Parent Trap.
In the hotel, Annie tells her mom that her dad is marrying Cruella de Vil. Natasha Richardson's sister, Joely, played Anita in the live 101 Dalmatians.
In one scene in Annie's home in London, Hallie is admiring hanging crystals which reflect a rainbow on her face. This could be a reference to the film Pollyanna (1960), starring Hayley Mills, who played the twins in the original Parent Trap (1961) film.
In the scene where the twins are fighting with the light switches in the isolation cabin, the wall behind Annie has the text "Vicky loves Nicky" written with a pen on the wood, a reference to the later revealed relationship between Meredith and Nick, where Vicky, Meredith's mother is more than happy about it.
Lindsay Lohan and Polly Holliday have July 2nd birthday. Lindsay Lohan - Wednesday, July 2nd, 1986 & Polly Holliday - Friday, July 2nd, 1937.
Jeff Daniels, Tom Hanks, Tim Allen and Robin Williams were considered to play Nick Parker.
Both this film and the 1961 original feature product placement by Nabisco. In the original The Parent Trap (1961), the girls are seen eating Fig Newtons; in this movie, they're seen eating Oreos with peanut butter.
The large painting of a sailing ship in a distinctive gold frame appears both in the corridor of the hotel and in the yacht that Elizabeth and Nick have dinner on.
The first meeting between Meredith and Hallie, Hallie says "You talkin' to me?" and Meredith responds: "What are you, Robert DeNiro". This is a reference to the film Taxi Driver (1976), where Robert DeNiro looks at himself in the mirror and says: "You talkin' to me".
Nick Parker's vineyard is called Parker Knoll. This is also the name of a famous British furniture company, possibly reflecting the transatlantic nature of the film.
Meredith Blake's character, before the camping trip asks for a bottle of her "Evian" then two years later Blake plays the role of Evian in the SNL movie Superstar.
Brothers Randy Quaid and Dennis Quaid both star in movies that open with "L-O-V-E" by Nat 'King' Cole , Quick Change (1990) and The Parent Trap (1998) respectively.
After the girls are moved to the cabin of isolation, there is a short scene where they are both laying down. On the wall by Annie, there is a carving on the wall that says "Vicky loves Nicky." In the first movie, the fiancée's name is Vicky. In the second movie, the dad's fiancée calls him Nicky.