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The Best Episodes From The Simpsons Season 5

Updated January 8, 2018 2.0k votes 191 voters 3.7k views

There are so many great episodes of The Simpsons in season 5, but which are your absolute favorite? This list ranks every episode of The Simpsons season 5 from best to worst, with the help of your votes.

The fifth season of The Simpsons aired between September 30, 1993, and May 19, 1994. With season 5 of The Simpsons, the series reached another milestone: episode 100, "Sweet Seymour Skinner's Baadasssss Song."

Which The Simpsons season 5 episode did you like better, "$pringfield" or "Rosebud"? Vote up the best episodes from The Simpsons season 5 that you'd like to see at the top of the list.

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  • 1
    119
    18

    Cape Feare

    Oct 07 1993

    SeasonThe Simpsons season 5

    Episode Number2

    SeriesThe Simpsons

    When Bart receives notes from newly paroled Sideshow Bob, the family goes into the Witness Relocation Program and starts a new life on a houseboat on Terror Lake....  more
  • 2
    86
    27

    Rosebud

    Oct 21 1993

    SeasonThe Simpsons season 5

    Episode Number4

    Mr. Burns pines away for Bobo, his beloved childhood teddy bear and symbol of lost innocence. When the bear turns up in Maggie's possession....  more
  • 3

    SeasonThe Simpsons season 5

    Episode Number19

    SeriesThe Simpsons

    When Bart gets Principal Skinner fired, Ned Flanders is brought in to act as principal. Skinner befriends his former nemesis and the pair look for a way to get Skinner reinstated....  more
  • 4

    SeasonThe Simpsons season 5

    Episode Number1

    SeriesThe Simpsons

    Through flashbacks, Homer recalls the dizzying rise and fall of his Beatles-esque barbershop quartet. The Be Sharps reunite for one last concert on the roof of Moe's Tavern....  more
  • 5
    74
    23

    SeasonThe Simpsons season 5

    Episode Number5

    SeriesThe Simpsons

    In "The Devil and Homer Simpson," Homer sells his soul for a doughnut. Next, in the Twilight Zone spoof "Terror at 5 1/2 Feet," everyone doubts Bart's sanity when he's the only one to see a gremlin...  more
  • 6
    73
    23

    SeasonThe Simpsons season 5

    Episode Number8

    SeriesThe Simpsons

    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...  more
  • 7

    SeasonThe Simpsons season 5

    Episode Number20

    SeriesThe Simpsons

    In the episode, Bart runs away from school. Meanwhile, Freddy Quimby (Mayor Quimby's nephew) is accused of assaulting a waiter. Though the entire town believes Freddy guilty, Bart knows the waiter...  more
  • 8

    SeasonThe Simpsons season 5

    Episode Number9

    SeriesThe Simpsons

    Homer struggles with his attraction to new coworker Mindy, a beautiful engineer whose love for doughnuts is equal to his own....  more
  • 9
    75
    31

    SeasonThe Simpsons season 5

    Episode Number14

    SeriesThe Simpsons

    "Lisa vs. Malibu Stacy" is the fourteenth episode of The Simpsons' fifth season. It originally aired on the Fox network in the United States on February 17, 1994. In the episode, Lisa challenges the...  more
  • 10
    70
    27

    Marge on the Lam

    Nov 04 1993

    SeasonThe Simpsons season 5

    Episode Number6

    SeriesThe Simpsons

    When Marge has a girls' night out with a new neighbor, they wind up roaring toward a cliff in a Thelma-and-Louise-style car chase....  more
  • 11
    66
    23

    Bart Gets Famous

    Feb 03 1994

    SeasonThe Simpsons season 5

    Episode Number12

    SeriesThe Simpsons

    Working as Krusty the Clown's assistant, Bart accidentally steals the limelight by blurting an instant catchphrase: "I didn't do it." But when he tries to capitalize on his fifteen minutes of fame,...  more
  • 12
    69
    27

    SeasonThe Simpsons season 5

    Episode Number3

    SeriesThe Simpsons

    "Homer Goes to College" is the third episode of The Simpsons' fifth season. It originally aired on the Fox network in the United States on October 14, 1993. In the episode, Homer's lack of a college...  more
  • 13
    65
    27

    $pringfield

    Dec 16 1993

    SeasonThe Simpsons season 5

    Episode Number10

    SeriesThe Simpsons

    When gambling is legalized in Springfield, Mr. Burns opens an extravagant casino on the waterfront. Meanwhile, Bart opens a casino in his treehouse. Burns becomes a germ-phobic recluse and Homer must...  more
  • 14
    63
    27

    Burns' Heir

    Apr 14 1994

    SeasonThe Simpsons season 5

    Episode Number18

    SeriesThe Simpsons

    "Burns' Heir" is the eighteenth episode of The Simpsons' fifth season. It originally aired on the Fox network in the United States on April 14, 1994. In the episode, Mr. Burns has a near-death...  more
  • 15
    56
    21

    SeasonThe Simpsons season 5

    Episode Number16

    SeriesThe Simpsons

    Homer and Flanders bond over a football game. As the two friends become inseparable, Flanders struggles with a growing dislike of Homer that finally blows up in front of the entire church...  more
  • 16
    58
    25

    Homer and Apu

    Feb 10 1994

    SeasonThe Simpsons season 5

    Episode Number13

    SeriesThe Simpsons

    In the episode, Homer participates in a hidden camera investigation of the expired meat selling at the Kwik-E-Mart. Apu is immediately fired and replaced by actor James Woods, who is doing research...  more
  • 17
    53
    23

    SeasonThe Simpsons season 5

    Episode Number11

    SeriesThe Simpsons

    When a cat burglar prowls Springfield, Homer forms a citizens' watch group that winds up breaking more laws than they protect. When the cat burglar sets his sights on the world's biggest cubic...  more
  • 18

    SeasonThe Simpsons season 5

    Episode Number22

    SeriesThe Simpsons

    "Secrets of a Successful Marriage" is the twenty-second and final episode of The Simpsons' fifth season. It originally aired on the Fox network in the United States on May 19, 1994. In the episode,...  more
  • 19
    65
    38

    Deep Space Homer

    Feb 24 1994

    SeasonThe Simpsons season 5

    Episode Number15

    SeriesThe Simpsons

    Dejected by a lack of recognition at work, Homer makes a crank call to NASA and winds up being chosen to ride into space with astronauts....  more
  • 20
    42
    29

    SeasonThe Simpsons season 5

    Episode Number7

    SeriesThe Simpsons

    Bart heckles the guru at a self-help seminar, and the man presents him to the audience as a role model for their "inner child." But when the whole town tries to "be like Bart," things start to fall...  more
  • 21
    45
    34

    SeasonThe Simpsons season 5

    Episode Number17

    SeriesThe Simpsons

    Bart wins a wacky radio contest and forgoes the cash to claim the gag prize instead: an elephant....  more
  • 22
    22
    43

    SeasonThe Simpsons season 5

    Episode Number21

    SeriesThe Simpsons

    Mr. Burns and Grandpa Simpson compete for the affections of Marge's mother. The more dashing suitor prevails, but in a scene straight out of The Graduate, Grandpa crashes the wedding just before Mrs....  more