Meg Mucklebones

First appearance: Legend (1985)

Legend is that weird fantasy movie starring Tom Cruise and Tim Curry. Everyone remembers Curry's turn as Darkness in this flick, but there's other weirdos in it that look just as cool. like Meg here. although why are so many female monsters nekkid all the time.

Trantor

First appearance: Ernest Scared Stupid (1991)

A Troll is turning the townsfolk into wooden statues! It's up to Ernest Powertools Worrell and an eccentric local artist who survived the trolls first attack to stop him!

Art The Clown

First Appearance: All Hallow's Eve (2013)

Weird horror anthology flick dealing with creepy tales found on a videocassette while trick or treating. A creep clown named Art appears in all the stories. Is he human? some kind of demon? a ghost? is he even a real clown? Either way he's popular enough to get his own feature film "Terrifier!"

Harry Stadling

First Appearance: Cristmas Evil (1980)

As a child, Harry Stadling, sees his mom being groped by Santa Claus scarring him for life and for some reason making him obsessed with Christmas. One night when he's an adult he decides to be the REAL Santa and goes out rewarding good little kids and killing and mutilating those who he believes are naughty.

Krampus

First appearance: Krampus (2015)

A bickering family runs afoul of the other big christmas mascot. horror ensues!

Tunneler

First appearance: Puppet Master (1989)

A bunch of psychics investigate an old hotel and are menaced by living puppets. Who created the puppets? Why are they killing the Psychics?
One of the longest running horror franchises.

Hoodie

First appearance: Impossible Horror (2017)

Two women embark on a quest to discover the source of a mysterious scream heard on a nightly basis. Their adventure leads to madness, art and most importantly ... HORROR!
The latest feature from the people who brought you TEDDY BOMB!

Joseph

First appearance: The Crescent (2017)

A woman and her child move into her mother's house to deal with the grief of losing her husband and to marble paper. Unfortunately for her there's some weird stuff going on around the beach.
A horror flick in the vein of EYES OF FIRE and MESSIAH OF EVIL.

Jötunn shape shifter

First appearance: The Ritual (2017)

Four friends go on a hiking trip to morn the death of one of their other friends. The learn that it's not a good idea to take shortcuts.
Based on a novel by Adam Nevill

Pennywise The Dancing Clown

First appearance: 2017

A bunch of kids run afoul of some kind of horrible shapeshifting monster that lives in the sewer beneath there home town. The monster takes the form of what it's victims fear most favouring the look of a creepy clown, and surfaces every 27 years to feed.
Movie based on the Stephen King novel but shifts the story 27 years into the future.

Pennywise The Dancing Clown

First appearance: 1990

A bunch of kids run afoul of a giant spider from outer space (possibly from another dimension) who wakes up every 27 years to feed. The space monster takes on the forms of things it's victims are scared of. This doesn't stop the kids from defeating the spider monster.
Unfortunately for the kids they didn't kill the space monster so IT comes back 27 years later to annoy the now adults to death.
90s TV Miniseries Based on a Stephen King novel and for some reason very popular even though the monster is more irritating than frightening.

Rawhead Rex

First appearance: Rawhead Rex (1986)

Some kind of weird monster is pissing on priests and killing folks in Ireland. what could it be? it's Rawhead Rex! Based on a story by Clive Barker, who was not happy with how it turned out, nor was he happy with what the monster looked like. People seem to like it though, it's getting a 4K restoration and is being released on BluRay soon.

Captain Spaulding

First appearance: The House of 1000 Corpses (2003)

Four jerks go on a road trip to find the truth about the mythical serial killer "Dr. Satan." What they find is the horrifying Firefly clan. things don't go well when they offend the Fireflys by not accepting their hospitality. Moral of the story, don't be a jerk.

The Collector

First appearance: The Collector (2009)

Arkin just wants to turn his life around and quit being a a cat burglar. Unfortunately his wife owes some horrible people a lot of money. These horrible people force Arkin to pull one more heist on the people he's currently employed by. Unfortunately for Arkin there's someone else interested in the family...

Jacob Goodnight

First appearance: See No Evil (2006)

Jacob Goodnight enjoys pulling out eyes.  An unfortunate group of delinquents attempting to turn his stomping ground into a homeless shelter find this out the hard way.

This appearance: See No Evil 2 (2014)

Turns out you just can't keep a Goodnight down. Jacob gets up to his old shenanigans with a new look, this time at an undertaker's birthday party at the city morgue!

Hellcop

First appearance: Highway to Hell (1991)

Charlie and his girlfriend don't listen to the warnings of a creepy guy at a gas station and end up running afoul of the HELL COP. Hell Cop kidnaps Charlie's girl. Charlie goes to hell to find his girlfriend. Charlie has a nice adventure through hell encountering a bunch of colourful characters.
Will he be able to find his girlfriend? Can he escape hell?

Vance

First appearance: Digging Up the Marrow (2014)

The Director of Hatchet makes a documentary about monsters after being approached by a man who not only claims monsters are real but that he knows where to find them. Is this man crazy or do monsters actually walk among us?

Doom-head

First appearance: 31 (2016)

Some carnival folk run afoul of some weirdos who like to dress up in powdered wigs and sic killer clowns on people at an abandoned power plant on Halloween! Who will survive the terrifying halloween game 31? what will they win if they survive?

Billy

First appearance: Black Christmas (1974)

Something not nice is happening at a small sorority house near the campus of a Canadian college just before Christmas holidays ...

 One of the first major Slasher movies and the inspiration for the film Halloween!

Nola Carveth's Pyschoplasmic kid

First appearance: The Brood (1979)

Frank Carveth is convinced there's something weird going on at the Somafree Institute. His wife's been there for a while getting treatment for her psychological problems and when his 5 year old daughter came home from her visit she's covered in strange scratches and bruises! What is Hal Raglan's Pyschoplasmic therapy doing to Frank Carveth's wife? Can psychotherapy cause cancer?

One of the early weird David Cronenberg body horror flicks.