Probably the goriest part of the movie. You’ll know when it’s about to happen.

Not exactly squashed but one character's head gets severely mutilated by an accident involving a utility pole and another character smashes his head on a desk repeatedly.

A car runs over a man's head as he lies in the road. Only the characters in the car's reactions are shown (they don't see what happened and assume it's a speed bump), but the noise is quite graphic.

Pennywise manipulates their body throughout, including squishing their head flat. Twoards the end their head also deflates like a baloon.

Oberyn Martell's head is crushed by the Mountain.

Not so much squashed. More beaten against a wall.

The back of someone's head is hit/smashed with a large rock; I would not describe it as "squashed". The victim survives. We see the rock come down, and blood, but we don't see the injury directly.

One character had his head bashed in by a metal ball, although I don't think there was any gore shown, only blood.

There is NO literal head squishing in the movie. Thor's head is seized and threatened to be squished, but THAT IS ALL.

A character is crushed to death.

Someone's head get bashed in, it's off camera but there is blood spatter

There's a very graphic scene where a man squashes his wife's head in with his bare hands.

Two heroic characters are seen having their heads bashed in with a baseball bat. The scene is gory and disturbing

Two characters in chapter 3 die from their heads being smashed with a hammer/mallet. The scenes are bloody, but their heads aren't mutilated.

A character's face gets bashed in, very graphically!, at the end of the movie.

There's a fair amount of decapitation which leads to heads being kicked and carried around

Multiple unnamed enemies are hit in the face with a bat/mallet/gun, and blood splatter is shown, but the aftermath is not visible

dirk

Hand man go bye bye

EP 7, 19:40 SPOILER ALERT A head explodes. There's blood and they show the body fallen without head and people dirty around them.

Roanoke

Like almost every time you get a melee kill

Someone's head is crushed with an ATM machine.

Does a head getting eaten count as squashed? I'd say yeah, but some my disagree.

Not on screen, but people are shown with severe head injuries

Twice throughout the movie a head is squashed, one being possibly the most gory death in the franchise.

the head is not shown on screen

lots of episodes have descriptions of violence against other people but the one that sticks out to me for this particular category is mag 80, where a character is beaten to death with a pipe on tape

This happens multiple times, to multiple characters, in multiple episodes, in gory detail.