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The Best Episodes of Cheers Season 5

Every episode of Cheers Season 5 ranked from best to worst. Discover the Best Episodes of Cheers Season 5!

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The story about a blue-collar Boston bar run by former sports star Sam Malone and the quirky and wonderful people who worked and drank there.

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Episode Rankings

  1. #1 Fan Favorite
    Cheers Season 5 Episode 1 - The Proposal
    8.0/10(644 votes)

    #1 - The Proposal

    S5:E1

    We finally found out who Sam's telephone proposal at the end of the last episode was to - Diane! But Diane fears that Sam is meerely on the rebound after breaking up with Janet, so asks him to repeat the proposal in a more romantic occasion, but when he does (on a boat), she refuses, causing Sam to make her walk the plank. Later Diane says she does want to get married, but Sam has now retracted the proposal.

    Director:James Burrows
    Writers:Peter Casey, David Clark Lee

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  2. Cheers Season 5 Episode 2 - The Cape Cad
    7.5/10(602 votes)

    #2 - The Cape Cad

    S5:E2

    Diane follows Sam to Cape Cod in an effort to ruin his weekend with another woman.

    Director:James Burrows
    Writer:Andy Cowan

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  3. Cheers Season 5 Episode 3 - Money Dearest
    7.3/10(593 votes)

    #3 - Money Dearest

    S5:E3

    Cliff's ecstatic when his mother decides to marry a wealthy man until the groom decides to give it all away to charity.

    Director:James Burrows
    Writer:Janet Leahy

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  4. Cheers Season 5 Episode 4 - Abnormal Psychology
    8.7/10(775 votes)

    #4 - Abnormal Psychology

    S5:E4

    Diane tries to help Lilith, the lady psychologist attracted to Frasier, to soften her appearance and surprise Frasier during their television debate.

    Director:James Burrows
    Writer:Janet Leahy

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  5. Cheers Season 5 Episode 5 - House of Horrors with Formal Dining and Used Brick
    7.6/10(588 votes)

    #5 - House of Horrors with Formal Dining and Used Brick

    S5:E5

    Cliff finds a reasonably priced older home for Carla to buy that turns out to be haunted.

    Director:James Burrows
    Writer:David Angell

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  6. Cheers Season 5 Episode 6 - Tan 'n' Wash
    7.6/10(573 votes)

    #6 - Tan 'n' Wash

    S5:E6

    The gang insists on getting in on Norm's new business investment then complains bitterly when it looks like a washout.

    Director:James Burrows
    Writer:Unknown

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  7. Cheers Season 5 Episode 7 - Young Dr. Weinstein
    7.7/10(576 votes)

    #7 - Young Dr. Weinstein

    S5:E7

    Stung by Diane's attitude, Sam tries to impress her by getting reservations at the most exclusive restaurant in Boston.

    Director:James Burrows
    Writer:Phoef Sutton

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  8. Cheers Season 5 Episode 8 - Knights of the Scimitar
    7.5/10(572 votes)

    #8 - Knights of the Scimitar

    S5:E8

    Cliff prods a reluctant Norm to join his lodge and Sam thinks Diane has invented a suitor to make him jealous.

    Director:James Burrows
    Writer:Unknown

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  9. Cheers Season 5 Episode 9 - Thanksgiving Orphans
    8.6/10(876 votes)

    #9 - Thanksgiving Orphans

    S5:E9

    The gang gathers at Carla's house for a Thanksgiving dinner of frozen turkey and overdone peas.

    Director:James Burrows
    Writers:Cherie Steinkellner, Bill Steinkellner

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  10. Cheers Season 5 Episode 10 - Everyone Imitates Art
    8.1/10(620 votes)

    #10 - Everyone Imitates Art

    S5:E10

    Diane becomes obsessed with tracking down a poem she's sure Sam plagiarized and had published in a literary magazine that has repeatedly turned her work down.

    Director:James Burrows
    Writer:Unknown

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  11. Cheers Season 5 Episode 11 - The Book of Samuel
    7.5/10(572 votes)

    #11 - The Book of Samuel

    S5:E11

    Woody delves into Sam's legendary black book to find a date to impress his former girl friend, who is coming to Cheers to introduce her fiancé.

    Director:James Burrows
    Writer:Phoef Sutton

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  12. Cheers Season 5 Episode 12 - Dance, Diane, Dance
    7.5/10(576 votes)

    #12 - Dance, Diane, Dance

    S5:E12

    Frasier's effort to lighten a dance instructor's harsh criticism of Diane's efforts backfires when she decides to audition for the Boston Ballet.

    Director:James Burrows
    Writer:Jeff Abugov

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  13. Cheers Season 5 Episode 13 - Chambers vs. Malone
    7.5/10(620 votes)

    #13 - Chambers vs. Malone

    S5:E13

    Sam proposes to Diane again and ends up charged with assault and battery when she turns him down again.

    Director:James Burrows
    Writer:David Angell

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  14. Cheers Season 5 Episode 14 - Diamond Sam
    7.5/10(583 votes)

    #14 - Diamond Sam

    S5:E14

    Sam regrets trying to buy Diane an engagement ring that is a cheap imitation.

    Director:James Burrows
    Writer:Tom Reeder

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  15. Cheers Season 5 Episode 15 - Spellbound
    7.4/10(580 votes)

    #15 - Spellbound

    S5:E15

    Diane and Carla console Loretta, who has caught Nick cheating on her. They counsel her to stand on her own two feet and leave Nick. When Nick comes into the bar to claim her back, a chivalrous Sam stands up for her. Nick takes that as a sign that Sam has stolen Loretta from him. So Nick threatens to steal the same from Sam, that being Diane. Nick makes an attempt to wine and dine Diane, then Loretta, then Carla and then any of the three who will give him the time of day. Meanwhile, Frasier, the chess expert, has met his match in simpleton Woody.

    Director:James Burrows
    Writer:Kimberly Hill

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  16. Cheers Season 5 Episode 16 - Never Love a Goalie (1)
    7.4/10(563 votes)

    #16 - Never Love a Goalie (1)

    S5:E16

    Carla falls for Eddie, a hockey goalie; meanwhile, Diane is foreman of a jury in an attempted murder trial.

    Director:James Burrows
    Writers:Ken Levine, David Isaacs

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  17. Cheers Season 5 Episode 17 - Never Love a Goalie (2)
    7.4/10(561 votes)

    #17 - Never Love a Goalie (2)

    S5:E17

    Carla and Eddie are now in a relationship. Ever since Carla blew him the kiss and Eddie let in that cheap goal, Eddie has been on a slump. The most superstitious couple ever, Eddie and Carla analyze Eddie's life routine since the slump started, the only change in routine being Carla in his life. Not only does Carla come to the conclusion that she may be a jinx, but so does every one else in the bar. Carla has to decide to dump Eddie and have him regain his winning streak, or stay with Eddie at the price of the Bruins. Or is there another solution? Meanwhile, Diane is still at the trial and still talking to whoever will listen to her. Reminiscent of 12 Angry Men (1957), Diane stands alone in the jury as the dissenting voice thinking that the accused is guilty, comparing the relationship of the accused and his victim wife to Sam and herself. If she can't win in the court of law, she figures, out of a streak of good luck, that she can win outside the legal system.

    Director:James Burrows
    Writers:Ken Levine, David Isaacs

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  18. Cheers Season 5 Episode 18 - One Last Fling
    7.9/10(590 votes)

    #18 - One Last Fling

    S5:E18

    For the bachelor party the guys at the bar throw for Sam, Woody offhandedly asks Diane if she would be the girl who jumps out of the cake. Although she abhors such male sexual rituals, she agrees if only to stop someone else from "pleasuring" Sam. At the party, just as Diane is ready to come out of the cake, Norm makes a comment which makes Sam re examine out loud for the first time this wedding and the fact that Diane will now be the one and only woman in his life. After jumping out of the cake mad at Sam for his comments, Diane later offers Sam a proposition: she will give him a last 24-hours of freedom to do whatever he pleases with whomever he pleases. Sam excitedly agrees until Diane throws in that she too will have her last 24-hours of freedom to do whatever she pleases with whomever she pleases. Will Sam still go along with Diane's plan and if so what will he do and what will she do?

    Director:James Burrows
    Writers:Cherie Steinkellner, Bill Steinkellner

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  19. Cheers Season 5 Episode 19 - Dog Bites Cliff
    7.5/10(582 votes)

    #19 - Dog Bites Cliff

    S5:E19

    On his postal route, Cliff is bitten by a dog, and decides to sue the owner for $200,000. Madeline, the dog's owner, ends up being a beautiful, voluptuous woman, but one that is up front about wanting to help Cliff despite the fact that she has little money. Cliff and Madeline start dating, the gang at the bar thinking that it only a ploy on her part for Cliff not to sue. Cliff realizes this is the case, but is still dating her in hopes of trading dropping the lawsuit for a roll in the sack. Madeline announces to everyone that her lawyer wants her to get Cliff to sign a waiver to absolve her of any responsibility, but she refuses to do so. Perhaps Madeline really does like Cliff. Or maybe she's got other methods of getting her way. Madeline and Cliff make it all the way to bed in a nice suite at the Ritz, when... Meanwhile, Diane is off on a Buddhist monastery retreat for a couple of weeks.

    Director:James Burrows
    Writer:Joanne Pagliaro

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  20. Cheers Season 5 Episode 20 - Dinner at Eight-ish
    8.9/10(949 votes)

    #20 - Dinner at Eight-ish

    S5:E20

    Frasier and Lilith invite Sam and Diane over for dinner to celebrate their first week of cohabitation. But things start going wrong when Lilith finds out Frasier and Diane were engaged, and she locks herself in the bathroom. Then Sam and Diane have an argument as well. Meanwhile Cliff agrees to babysit Carla's kids.

    Director:James Burrows
    Writer:Phoef Sutton

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  21. Cheers Season 5 Episode 21 - Simon Says
    8.6/10(829 votes)

    #21 - Simon Says

    S5:E21

    Diane badgers a noted British marriage counselor into seeing her and Sam for a pre-nuptial session, then refuses to heed his advice.

    Director:James Burrows
    Writers:Peter Casey, David Clark Lee

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  22. Cheers Season 5 Episode 22 - The Godfather, Part III
    7.4/10(548 votes)

    #22 - The Godfather, Part III

    S5:E22

    Sam's goddaughter Joyce Pantusso (the late Coach's niece) has come to Boston for a visit. Not wanting her to get into trouble, Sam asks Woody to help her out and show her around - but Woody and Joyce have a surprise for Sam when they get engaged!

    Director:James Burrows
    Writers:Stu Kreisman, Chris Cluess

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  23. Cheers Season 5 Episode 23 - Norm's First Hurrah
    7.4/10(549 votes)

    #23 - Norm's First Hurrah

    S5:E23

    Norm elaborates on his new position with a top CPA firm and is caught in his little white lies when the gang decides to surprise him at work. Meanwhile Cliff finds a $20 note - and Woody has lost one.

    Director:James Burrows
    Writer:Andy Cowan

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  24. Cheers Season 5 Episode 24 - Cheers: The Motion Picture
    7.8/10(581 votes)

    #24 - Cheers: The Motion Picture

    S5:E24

    The gang tries to reassure a nervous Mr. and Mrs. Boyd back in Indiana that Woody is fine and has wonderful friends in Boston by making a home movie of an average day at Cheers.

    Director:Tim Berry
    Writer:Phoef Sutton

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  25. Cheers Season 5 Episode 25 - A House Is Not a Home
    7.1/10(592 votes)

    #25 - A House Is Not a Home

    S5:E25

    Diane is haunted by the memories of the couple who lived a long and happy life together in the home she and Sam have purchased.

    Director:James Burrows
    Writer:Phoef Sutton

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Season 5 Ratings Summary

"The Proposal" is the best rated episode of "Cheers" season 5. It scored 8/10 based on 644 votes. Directed by James Burrows and written by Peter Casey, David Clark Lee, it aired on 9/25/1986. This episode is rated 0.5 points higher than the second-best, "The Cape Cad".