The scene where Dracula lifts Phoebe up and she screams was done in one take. Duncan Regehr wouldn't wear his red contacts or fangs around the five year old Ashley Bank because it scared her too much. For the scene, director Fred Dekker just told Ashley to scream once the platform raised her. When she asked, "When?", Dekker told her, "Oh, you'll know," and proceeded to shoot. The terrified scream you hear when Dracula opens his eyes is Ashley's genuine scream of fright.
According to Director Fred Dekker, Shane Black's first draft of the screenplay was so huge that the opening of the film featured Van Helsing accompanied by zeppelins and hundreds of men on horseback storming Dracula's castle. Dekker stated that this sequence would have cost more than the final budget of the film.
About a year after The Monster Squad was finished, Shane Black and Fred Dekker worked together again writing Shadow Company. The script was to be an action horror film about a group of US special forces soldiers who died during the Vietnam war and years later, the soldiers, who were members of secret army experiments, rise up from the graves as rotting, unstoppable zombies. The zombie soldiers would have raided the armory from a nearby army base and then proceeded to destroy the town in which they were buried, killing everyone in it. The movie was going to be directed by John Carpenter sometime in 1989, produced by Walter Hill and with Kurt Russell in the main role, but it was never made. The original script by Black and Dekker did gain a cult following by theirs and Carpenter's fans.
In 2006, "Wizard" magazine made a list of the 100 Greatest Villains of All Time, Dracula was ranked as #30 on the list. But, surprisingly, it was for Duncan Regehr's performance in this film. His performance was chosen over all other versions of the character. Regehr's Dracula is still considered to be one of the absolute best interpretations of the character.
There are at least two versions of Michael Sembello's end-credit song. In some versions, dating back to VHS release days, there is a lyric referring to "..the creature swimmin' in the pool". As of 2007, in the recent HD cable release, this is replaced simply by "..the Creature From The Black Lagoon".
The armadillos glimpsed in Dracula's castle at the very beginning are a reference to Dracula (1931), where they were shown crawling about while Bela Lugosi gave Dwight Frye a tour of his castle. Armadillos are indigenous to the Americas and while their appearance in a Transylvanian castle was seen as a goof in earlier film, they are obviously meant as an homage here.
During the montage with the Monster Squad getting ready to stop Dracula, Sean points at where Shadowbrook Road is on the map to show his friend Patrick where the mansion Dracula is hiding out in is. On the other side of the map, it says Chaney College as a location. This is an homage to actor Lon Chaney Jr., who played Lawrence "Larry" Talbot in Universal's "The Wolf Man".
Despite multiple references from characters about the 40s, the original Universal monster films all came out in the 1930s. Browning's Dracula was early 1931, Whale's Frankenstein was late 1931, Freund's Mummy was 1932, and Walker's original werewolf film (Werewolf of London) was 1935. Admittedly though, the 1941 The Wolf Man with Lon Chaney Jr is the more popular version. Arnold's Creature from the Black Lagoon was much later, released in 1954. Truly, the only real 1940s monster referenced in the film is done so in passing: the teacher "Cat Head" is a clear reference to the 1942 Cat People.
Horace's comic book that E.J. tears in half is "Wonder Woman" #3 (Dated April 1987) titled, "Deadly Arrival!", plotted and penciled by George Pérez with scripting by Len Wein. The comic follows the Crisis on Infinite Earths reboot of the DC Universe in which DC began renumbering their comics from number "1" so as to reintroduce new readers to their characters through updated origin stories. Collectors refer to the comic as Wonder Woman Vol. 2, #3, even though the issue's credits and copyright page make no reference to a volume number.