The Simpsons

10 Best Episodes of The Simpsons - Season 5

The Simpsons is an iconic American show that has been airing since 1989 on FOX. Set in the average American town of Springfield, the show follows the antics and everyday adventures of the Simpson family. Over the 36 seasons of the show, there have been many memorable episodes that have made The Simpsons a household name. Here we will rank the best episodes of The Simpsons, from the highest to the lowest rated.

The Simpsons is filled with comedy, satire and commentary directed at politics, media and American life. It has attracted hundreds of celebrities to guest star in the show, making it even more popular. With so many great episodes, it can be hard to pick out the best. Here we will rank the top episodes based on their ratings, reviews and overall popularity.

So sit back and enjoy this list of the best episodes of The Simpsons, ranked from highest to lowest. There is sure to be something here to satisfy everyone, so let’s get started!

Written by Sophie and last updated on nov 30, 2023.

PS: The following content contains spoilers!

PPS: I will admit that parts of this page was written with the help of AI - it makes my work so much easier to not start from a blank page!

The Simpsons - S5E11

#15 - Homer the Vigilante (Season 5 - Episode 11)

Homer leads a vigilante group to catch the Springfield Cat Burglar, who then robs the museum.

The episode was rated 7.81 from 660 votes.

The Simpsons - S5E22

#14 - Secrets of a Successful Marriage (Season 5 - Episode 22)


Homer teaches a class on marriage, but sharing secrets about his own union gets him kicked out of the house.

The episode was rated 7.81 from 583 votes.

The Simpsons - S5E12

#13 - Bart Gets Famous (Season 5 - Episode 12)

When an on-air remark catapults Bart to instant stardom, he finds that fame isn't all it's cracked up to be.

The episode was rated 7.83 from 643 votes.

The Simpsons - S5E10

#12 - $pringfield (Season 5 - Episode 10)


Legalized gambling comes to Springfield, and Marge becomes addicted; Robert Goulet entertains at Bart's casino for kids.

The episode was rated 7.84 from 668 votes.

The Simpsons - S5E18

#11 - Burns' Heir (Season 5 - Episode 18)

Bart is picked to be Burns' heir and moves into the Burns mansion, prompting Homer and Marge to hire a deprogrammer to get him back.

The episode was rated 7.84 from 557 votes.

The Simpsons - S5E1

#10 - Homer's Barbershop Quartet (Season 5 - Episode 1)


Homer recalls when he, Apu, Barney and Principal Skinner became recording icons.

The episode was rated 7.86 from 761 votes.

The Simpsons - S5E8

#9 - Boy-Scoutz 'N the Hood (Season 5 - Episode 8)

After a reckless Squishee bender with Milhouse, Bart wakes to the shocking realization that he joined the Junior Campers. Lured by pocketknives and knot-tying lessons, Bart assimilates into the group but then must face the father-son rafting trip.

The episode was rated 7.87 from 721 votes.

The Simpsons - S5E3

#8 - Homer Goes to College (Season 5 - Episode 3)


Homer takes Nuclear Physics 101 at the local college, where he gets a trio of nerdy tutors expelled for extracurricular activities.

The episode was rated 7.88 from 799 votes.

The Simpsons - S5E19

#7 - Sweet Seymour Skinner's Baadasssss Song (Season 5 - Episode 19)

Bart takes his dog to school, which gets Skinner fired, which in turn leaves Bart missing his archnemesis.

The episode was rated 7.88 from 583 votes.

The Simpsons - S5E4

#6 - Rosebud (Season 5 - Episode 4)


Burns longs for a childhood toy that winds up in the grip of Maggie.

The episode was rated 7.90 from 696 votes.

The Simpsons - S5E5

#5 - Treehouse of Horror IV (Season 5 - Episode 5)

Homer sells his soul; Vampire Burns invites the Simpsons for dinner; Bart sees a gremlin damaging his school bus.

The episode was rated 7.94 from 899 votes.

The Simpsons - S5E9

#4 - The Last Temptation of Homer (Season 5 - Episode 9)


Homer struggles with his attraction to new coworker Mindy, a beautiful engineer whose love for doughnuts is equal to his own.

The episode was rated 7.95 from 635 votes.

The Simpsons - S5E20

#3 - The Boy Who Knew Too Much (Season 5 - Episode 20)

Bart can clear Mayor Quimby's nephew of a charge of battery, but only by implicating himself as a hooky player.

The episode was rated 8.01 from 607 votes.

The Simpsons - S5E15

#2 - Deep Space Homer (Season 5 - Episode 15)


Homer and Barney compete to be the first "average" American in space.

The episode was rated 8.02 from 655 votes.

The Simpsons - S5E2

#1 - Cape Feare (Season 5 - Episode 2)

The Simpsons episode "Cape Feare" is a classic. It features Sideshow Bob, who is released from prison and plots to murder Bart. The Simpsons family goes incognito to avoid him. This episode is filled with absurd laughter and memorable scenes. It is noted that this is one of the funniest episodes the show has ever done, and its tight writing and hilarious plot make it one of the most entertaining episodes of The Simpsons. It is an overall standout and a must-watch for any fan of The Simpsons.

The episode "Cape Feare" was widely praised for its comedic value, as viewers noted its non-stop hilarity. It is widely considered one of the most iconic episodes of The Simpsons, and its clever writing and plot twists made it one of the best episodes of the show. People also noted its tautly written script and its level of absurdity, making it a memorable experience. This classic episode is highly recommended for any fan of The Simpsons.

The episode was rated 8.21 from 900 votes.

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