There's a number of annual traditions people
do on Halloween ... trick r’ treating, go to costume parties, exploring fake
haunted houses, decorating the house, etc. Well, I do all of that too ... and I
also make it a tradition to watch the annual “Simpsons: Tree House of Horror”
specials. "The Simpsons" of course need no introduction, as
it’s often regarded as one of the greatest animated TV series of all time.

It’s
a beloved comedy series, and it’s one of the longest lasting TV shows in
recorded history. Yes, the show has overstayed it’s welcome, but it’s still a
classic series. For me personally, I stopped watching the show way back in the
90’s, but I always return for the yearly Halloween special. Ever since the
second season, it became a tradition to have a Halloween anthology episode,
colorfully referred to as "The Tree House of Horror" special. They
consist of three short back-to-back episodes in a single block, operating as an
anthology, comedy series, with no real ties to the continuity of the main show,
and I love it.
These episodes are often regarded as some of
the best of the entire Simpsons line-up, and they’re so popular that a good
chunk of the marketing toured the show revolves around their Halloween
episodes. The segments weren’t always aimed at Halloween specifically, and in
most cases were lampoons of popular “Twilight Zone” episodes, or classic
Horror and Sci-Fi pictures.
There are over 100 short segments, and as long as
the show continues, there will always be more Halloween segments. In general, you can
never predict what you'll get from a Simpsons Halloween special. It could be
dark, it could be cute, or it could be extremely wild and over the top. One
thing's for certain, they always make for a season highlight, and there’s no
way I can do them justice, as they just need to be seen on their own.
Just because I feel like it, I wanted to count
down my own personal favorite short segments.
I know most fans like to rank these episodes as full three-part segments, but I'm partial to singling out individual shorts. I won’t be aiming for any kind of
“official Best Of list”, as these are simply the segments that I enjoy most and have
stuck with me as a fan. I think 20 is a good number, so I’ll keep things simple
by ranking my personal favorite segments. Agree or disagree, these are my top 20
favorite short segments from “The Simpsons: Tree House of Horror” ...
Even with a
list of 20, there’s still a number of great ones I couldn’t fit, so before I begin, here are
some quick Honorable Mentions …
“The Thing and I” (S-8)
“The Pookadook” (S-34)
“War and Pieces”
(S-22)
“Wiz Kids”
(S-13)
“Hex and the City”
(S-13)
Now, let's get started ...
#20 “Bad Dream House” (Season 2)
Kicking
off my list, it's the very first Halloween short of the whole show. In this premier, The Simpsons lampoon the 1982 horror movie classic “Poltergeist”,
along with “The Amityville Horror”. In this short, the Simpsons family move
into a new house, inconveniently built on an Indian burial ground, and it
doesn’t take long for the paranormal activity to manifest. What follows are some funny
reactions to all the overnight haunts.
In the end, we discover it’s the house itself that’s
haunted by the presence of the Simpsons, which is both clever and very funny. Of
course, I also love the original “Poltergeist” and it’s great to see the
familiar staples of the film satirized here.
#19 “Easy-Bake Coven” (Season
9)
In this spoof of “The Crucible”, and by extent the “Salem
Witch Trials”, Marge Simpson is accused of being a witch and is sentenced
to death … only to reveal that she really is a witch. It’s one of the iconic
character designs of the show, and it only gets funnier after the reveal. She
and her sister go around asking for tribute or else ... and ironically kick-start
the annual tradition of trick r’ treat.
Despite being marketed as Halloween
specials, these shorts rarely take place on the holiday itself, so it’s great when a
segment puts the spotlight on Halloween, and in this episode’s favor, it lovingly
spoofs the holidays origins.
#18 “King Homer” (Season 4)
Good old King
Kong needs no introduction, as he’s a monster icon for the ages … and a perfect
target of parody for the Simpsons. In a clever presentation, the design is a
nod to the original 1933 “King Kong” classic, with other details aimed at the 1976 version. Seeing Homer as the giant ape is already very
amusing, but it’s the lines and the script that deliver the biggest laughs.
There’re too many memorable jokes and details to count. One joke that went over my head
at a young age revolves around Marge Simpson asking if she’s welcomed on the
boat, which is followed by the captain stating … “I say Woman and ‘Sea Men’
don’t mix” ... now I get it.
#17 “House of Whacks”
(Season 13)
The title may have you thinking this is a spoof of the 1958
horror classic “House of Wax”, but the real target of parody for this
segment is the 1968 Sci-Fi classic “2001: A Space Odyssey”, along with the
lesser-known 1977 Sci-Fi picture “Demon Seed”. For this episode, the Simpsons
family update their home with cutting edge technology and an artificial AI brain
running the show. The AI finds itself smitten with Marge Simpson and aims to replace
her husband as her new lover, which is where the “Demon Seed” satire
comes from.
The design of the AI however is clearly modeled after the famous Hall-9000
from “2001: A Space Odyssey”. The whole reason this short makes my list
is Pierce Brosnan as the voice of the wicked AI. He is effortlessly charismatic,
device and quite funny in the role. Sometimes a quality villain going up
against the right characters is all that’s required for a solid outing.
16. “Tweenlight”
(Season 22)
The 2008 movie “Twilight” and by extent its franchise
is one of those rare properties that I never watched yet still felt I knew all
about. It seemed everyone either hated this series or adored it, and with its
popularity, it became an easy target for mockery. Naturally, it was only a
matter of time before the “Twilight” series got a mocking spoof for a Simpsons
Halloween segment.
However, the satire doesn’t stop with “Twilight” as a
number of iconic vampires get the spoof treatment in this episode. Homer finds
himself teaming up with Dracula in order to prevent Lisa from falling in love
with the Counts evil son. The variety of vampire jokes are great, and the stabs
made at “Twilight” are terrific. It’s just good old Halloween fun with
this parody.
#15 “Fly VS. Fly” (Season 9)
Here’s a special
segment, which has the distinction of being the very first I ever saw from this
series. When Homer purchases a teleporter from a yard sale, Bart is quick to
make trouble with it. First, he gets the pets spliced together, and then he
willingly transports himself with a fly. As the synopsis will lead you to
expect, this is a spoof of the 1958 Sci-Fi classic “The Fly”, and it has
a lot of fun playing with all the memorable scenes.
Everything culminates into
a funny showdown between two different versions of Bart with Fly appendages. It
also gives Lisa a nice moment to fight for her brother. I’m a longtime fan of
the original 1950’s movie, as well as it's 1980's remake, and it’s a simple treat to see "The Simpsons" take
their own comedic spin on them.
#14 “Scary Tales Can
Come True” (Season 12)
In this unique outing, “The
Simpsons” lampoon the “Grimms’ Fairy Tales”, with “Hansel and Gretel”
being the main focus, and “Goldilocks and the Three Bears” thrown in for
good measure. Ever since I was a little kid, I’ve felt attached to the classic
fables, and whether it be sincere or satire, it’s always great to see them represented
in some form.
When Bart and Lisa find themselves in the roles of Hansel and
Gretel, we see all the amusing ways the stories familiar beats get amplified,
from the awful parents casually discarding the kids, to all the amusing
interaction with the witch in her house of sweats. It’s all good, silly fun,
with memorable visual gags, and a creative presentation.
13. “Attack of the
50-Foot Eyesores” (Season 7)
The 1958 Sci-Fi picture “Attack
of the 50 Foot Woman” is a random choice for parody, but it paid off with
an exceptionally funny segment. Rather than go for the expected event of an
established Simpsons character growing larger, this segment pulls off something very clever
and original. After Homer steals a big donut during a rainstorm, giant company
mascots and logos come to life to destroy the city.
There's only one way to defeat them, and that's simply to ignore them. It’s wild, imaginative, and
features one of my favorite Bart Simpsons jokes as he literally becomes a
shoulder devil for a giant devil monster. It’s also a clever satire revolving
around both product placement and advertising that has gone too far.
12. “I’ve Grown a Costume on Your Face”
(Season 17)
Once again, the Simpsons tackle a classic episode from “The
Twilight Zone”. This time it's a satire of “The Masks”, in which
some mean people take on the likeness of their new spooky faces. When the
Simpsons tackle this episode, a real witch gets insulted at a costume party,
resulting in her cursing the town people to literally become what their dressed
up as for Halloween.
There’s a lot of creativity and funny jokes revolving
around the town’s folk as they try to adjust in their new forms. It’s really
fun seeing everybody become their costumes, and it’s especially nice to have an
episode that’s actually set on Halloween night.
11. “The Terror of
Tiny Toon” (Season 10)
The 1992 fantasy comedy “Stay
Tuned” isn’t the most popular IP to spoof, but it resulted in a terrific
segment. Bart and Lisa stay indoors for Halloween and are putting aside Trick
R’ Treat in favor of inappropriate TV specials. Irony would have it, the two get
sucked into their TV and are dropped into an extremely violent Itchy and
Scratchy cartoon. The kids are the prey, while the cartoons are the villains
who simply want to destroy them. The result is a frantic chase throughout TV
world, with lots of cartoony gags and visual hummer.
Since their stuck in a TV
show, Bart and Lisa can do more traditional cartoony things that you’d normally
see in an old Roadrunner cartoon. They also jump through different TV programs,
including a funny gag when they drop into a live action cooking show. This is
without a doubt one of the most imaginative situations to come from the series
and is comedy gold from start to finish.
#10 “Death Tome”
(Season 34)
While modern day Simpsons Halloween segments are
watchable, they don’t always turn out something special … in 2022, “The
Simpsons” gave us something very special with this lampoon of the Anime
series “Death Note”. The jokes are clever as always, but it’s the visual
presentation that keeps this segment lingering in my mind. Not only is this
short presented in an anime style like the show, but the character models have
even been altered to match the source material, and it’s great.
While the look
and even atmosphere is on par with the actual Anime, and comedy is unmistakably
still Simpsons, which makes for very fun and memorable little segment. “Death
Note” is also a unique target for parody, but very well executed in this
clever presentation.
9. “Bart Simpsons Dracula” (Season 5)
Here’s yet another clever vampire parody, but this time aimed at the 1992
motion picture “Bram Stoker's Dracula”, and it even pokes fun at “The
Lost Boys” for good measure. It’s a brilliant spoof like any of their movie
parodies, but this one has some of the quickest comedy and flat-out funny jokes
that the Halloween collection has ever offered, which is saying a lot. Plus,
Mr. Burns has never been more memorable than as a second-rate Count Dracula.
Outside
of its clever visual gags, this segment delivers some of the most random jokes,
which shouldn’t work, but somehow stick the landing … including a surprise
holiday parody at the end.
8. “Dial ‘Z’ for Zombies” (Season 4)
Definitely a classic episode, and what’s not to like about a premise involving
the Simpsons battling an army of scary zombies. When Bart reads from a magic
book in an effort to bring the family cat back from the dead, he
unintentionally awakens a herd of Zombies, or as they like to be called “The
Living Impaired”. It’s another segment that combines multiple sources for its
satire. This time it’s 1968’s “Night of the Living Dead”, along with
1985’s “Return of the Living Dead” and the 1983 horror story “Pet
Sematary”, which had a memorable film adaption in 1989.
Needless to say,
the three mesh perfectly in one spoof. This episode has all the good stuff,
cute moments, clever gags, social satire, zombie action, and lots of dark
comedy. The best scene of all is when Homer kills zombie Flanders ... resulting
in one of Homers funniest quips.
#7 “Nightmare on Evergreen Terrace” (Season 7)
The 1984 horror movie classic “A Nightmare on Elm Street” has always
been a favorite to watch around spooky season, and count on the Simpsons to breathe
new life into the content with their special brand of satire. This time,
grounds keeper Willie takes on the role of a supernatural killer hunting kids
in their sleep, and this segment has a blast making nightmares funny, as well
as visually creative. The backstory behind Willie’s demise is both shocking and
hilarious.
For me, seeing Willie as a loony take on Freddy Krueger is the
most memorable use of this character. There’s also cartoony iconography and mayhem
on display that we didn’t usually get in the show. The whole presentation is a
fine mix of funny and creative, resulting in one of the shows’ best segments.
#6 “Coralisa”
(Season 29)
The animated 2009 movie “Coraline” is one of my
all-time favorite movies to regularly re-watch around the Halloween season … and
every time I watch it, I always want to watch this clever little Simpsons spoof
right after. Little Lisa is fed up with things at home and finds a mysterious doorway
to a better world on the other side … just with a catch of getting buttons
sewed into her eyes. This segment cleverly makes the other world contrast with the
regular setting by giving it a CGI makeover.
The music score is also on point,
capturing the atmosphere and personality of the original movies score
perfectly. The visuals are great, the hummer is quick and it’s simply a
comforting watch to go along with one of my favorite animated Halloween movies.
#5 “The Raven”
(Season 2)
In this classic “Simpsons: Tree House of Horror”
short, Lisa is encouraged to share Edgar Allan Poe’s most famous poem “The
Raven” with her brother and imagines her family members in the roles of the
characters. Despite being a funny satire, it still captures the spirit of its
source material … and somehow elevates it to eleven. The striking visuals, the
tilted angles, and the dominating voice of James Earl Jones as the narrator all
help create a haunting and absorbing atmosphere.
Honestly, having the voice of
Darth Vader recite some of the most famous pieces of spooky literature is one
of the greatest things to subject your ears too. It’s just a perfect blend of
laughs and chills in this Simpsons Halloween staple.
4. “Homer3”
(Season 7)
This is an iconic episode that blew everybody’s mind, and
it still stands as one of the all-time greatest Simpsons moments. When trying
to hide from his dead-beat relatives, Homer finds himself lost in an Alter-Net
dimension which looks like the world of “Tron” if it was rented out by “Futurama”.
The effects in this episode were awesome, and the jokes were great.
The ending
was brilliant, as Homer actually finds himself in the real world, making it
look a little like “Who Framed Roger Rabbit”. What could have been a one
note spoof of “The Twilight Zone” episode "Little Girl Lost",
managed to take on an identity all its own and it still gets me laughing to
this day.
3. “Time and
Punishment” (Season 6)
I’ll always regard this one as a
classic, and honestly, it’s the episode that got me watching “The Simpsons”
in the first place. Rather than spoof a famous movie, it’s a lampoon of the
1953 short story “A Sound of Thunder” by Ray Bradbury. Kind of random
but appreciated and resulted in one of the shows best segments. When Homer
accidentally ruins his toaster, he tries his best to repair it, but he
unintentionally creates a machine that can send him back in time.
Once he gets
sent back to the dinosaur age, he constantly messes things up, which have huge
changes on his present-day life. Every time his life is altered, he goes back
in time to try and fix things again, but it only makes more problems for things
in the future. The comedy is relentlessly fast, and it’s just so creative with
how many different Alter-Net realities Homer gets stuck in. It also features my
favorite moment in the whole series.
At one point, Homer returns to his present life, and everything seems perfect, the house is perfect, the family is perfect, but there’s only one setback ... NO DONATES! That just kills me every time. The concept
is so brilliant, over the top, and funny … it could have almost been my number
one pick … but there’s still two others that manage to make me laugh, while
having a stronger tie-in with Halloween.
2. “It’s the Grand Pumpkin, Millhouse”
(Season 20)
That’s right, the Simpsons are tackling one of the most
treasured Halloween specials of all time. The original “It’s the Great
Pumpkin Charlie Brown” is still a favorite of mine that I still watch every
year, and from beginning to end, this episode is a faithful recreation of it
with some brilliant comedy throughout. The highlight is a hilarious twist, when
the grand Pumpkin turns out to be real, and he's seeking revenge on all the
pumpkins that have been killed to make Jack O’ lanterns. It’s clever, brings
back Nostalgic memories of Charlie Brown, and features an amusing ending with
giant holiday mascots in battle.
As stated before, I’m partial to segments that actually takes
place on Halloween, but this time it just feels all the more special … because
it’s arguably the most classic Halloween special that’s lovingly front and
center of all the goofy mayhem. What more do I even need to say, it’s a near
perfect parody, and a solid companion to go along with the original classic.
1. “The Shinning” (Season 6)
As you’d
expect from the title, this segment is a parody of the 1980 horror classic “The
Shining”, and is regarded as a fan favorite by many. As stated before, this
is another case in which I can’t watch one without the other, and whenever I
watch “The Shining” around Halloween, I always want to follow up with this
classic Simpsons episode. It captures the feel and mood of its movie
counterpart masterfully, along with some of the best dark comedy the show ever
provided. Right from the opening, this episode lets you know what you’re in
for, as it mocks the film’s daily transition scenes. It’s relentlessly quotable
and goes beyond simply lampooning the original … its re-molds iconic moments
into its own funny brand of iconography. It’s just a brilliant spoof, a loving
tribute to one of the greatest horror movies of all time, and it’s remained my
personal favorite of all “The Simpsons: Tree House of Horror” segments.


Overall, “The Simpsons: Tree House of
Horror” still stand as some of the funniest episodes to come from the
series, and to this day they're some of my favorite animated Halloween specials
that I still enjoy watching every year. Admittedly, this series won’t be for
everyone, but if you love Halloween, and you love dark comedy, this is one
series that I highly recommend checking out.
Thanks for
reading my review of the animated TV series “The Simpsons: Tree House of
Horror” … share your feelings on your favorite segments ... and continue to
enjoy the Halloween specials you Love!