The first and third short films on the VHS tape are actually old shorts made by the director, Damien Leone, years earlier, titled The 9th Circle (2008) and Terrifier (2011) respectively. Producer Jesse Baget encouraged Leone to make this anthology and include 'Terrifier', together with short movies from other directors. Leone thought this would be a good opportunity to create a feature film centered around Art the Clown, and make audiences more familiar with the character, so he convinced Baget to let him direct all the segments. The second short and the wrap-around story were made specifically for this film.
The alien in the second story was originally going to be a puppet, but when the puppet didn't work, it was replaced by a man in a suit instead.
The second story was filmed at an abandoned house.
In the original short film The 9th Circle (2008) (the first VHS segment seen in this movie), Art the Clown was initially going to make his first appearance on a bus, intimidating and harassing a woman who just came from work. He eventually became one of the background characters when director Damien Leone just "threw in everything, clowns, witches, demons, monsters, everything up against the wall hoping something would stick." Art got his own short with Terrifier (2011) (the third VHS segment) when viewers expressed interest in seeing more of him.