The BEST episodes of Sesame Street season 20

Every episode of Sesame Street season 20, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Sesame Street season 20!

On a special inner city street, the inhabitants, human and muppet, teach preschool subjects with comedy, cartoons, games, and songs.

Last Updated: 10/1/2025Network: NetflixStatus: Continuing
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#1 - Maria Goes to the Maternity Clinic

Season 20 - Episode 25 - Aired 3/1/1989

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#2 - Grouch Vacation Maps / Car Trip Gone Wrong

Season 20 - Episode 125 - Aired 5/5/1989

Susan's car breaks down on vacation, but they make the best of it by having a picnic in the park.

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#3 - Snuffleupagus Picnic in Central Park

Season 20 - Episode 105 - Aired 4/7/1989

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#4 - Episode 2594

Season 20 - Episode 108 - Aired 4/13/1989

Oscar's phone system / Elmo imitates his friends

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#5 - Grandmothers on Sesame Street

Season 20 - Episode 113 - Aired 4/19/1989

Grandmothers on the street

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#6 - Lena Horne Sings with Grover

Season 20 - Episode 32 - Aired 12/27/1988

Placido's Sesame Street opera

Episode 2614
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#7 - Episode 2614

Season 20 - Episode 129 - Aired 5/18/1989

Maria goes into labor.

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#8 - Meet The Baby: Birth of Gabriela (Episode 2615)

Season 20 - Episode 130 - Aired 5/12/1989

Eipsode 2598
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#9 - Eipsode 2598

Season 20 - Episode 47 - Aired 4/26/1989

Loud talker Guy Smiley goes on safari and scares off the animals. A classic skit staring Ernie as "Old King Cole". The Two-Headed Monster sings a lullaby to itself. Snuffy writes a love letter to his grandmother. Mumford's magic trick accidentally shrinks David. Ernie hosts an arboreal fashion show.

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#10 - Pregnant Maria's Mother Visits from Puerto Rico

Season 20 - Episode 30 - Aired 3/23/1989

Episode 2494
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#11 - Episode 2494

Season 20 - Episode 9 - Aired 11/24/1988

Gordon has a headache.

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#12 - Singing Out of Tune

Season 20 - Episode 21 - Aired 12/12/1988

Bob's deaf friend / Singing out of tune

Episode 2517
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#13 - Episode 2517

Season 20 - Episode 20 - Aired 1/3/1989

Legendary chanteuse Lena Horne and Grover perform a duet about not being shy. "Monsterpiece Theater" presents "Alibaba and the 40 Thieves". The classic "Plants Need Water" and the "Invention of the Raisin" animations. Placido Flamingo stages a Sesame Street Opera. Kermit the Frog reports on the Three Little Pigs live for "Sesame Street News". Soap opera spoofs of "All My Children" and "Another School".

Episode 2506
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#14 - Episode 2506

Season 20 - Episode 18 - Aired 12/19/1988

An early Elmo meets Bob's deaf friend and learns to say "hello" in sign language. A classic skit of Phil Harmonic and Placido Flamingo live from the Nestropolitan Opera. A vintage animation of Gerald's dog, Sparky, re-imagined as an alligator. The Honkers play "Mary Had a Little Lamb" on their noses.

Episode 2500
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#15 - Episode 2500

Season 20 - Episode 15 - Aired 12/9/1988

Maria and the Fat Blue man.

Episode 2499
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#16 - Episode 2499

Season 20 - Episode 14 - Aired 12/8/1988

Telly’s birthday party.

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#17 - Episode 2498

Season 20 - Episode 13 - Aired 12/7/1988

Chip and Dip bother the newlyweds

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#18 - Episode 2497

Season 20 - Episode 12 - Aired 11/29/1988

40 milk jugs are delivered to Hooper's Store

Maria and Luis Reminisce About Their Wedding (Episode 2496)
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#19 - Maria and Luis Reminisce About Their Wedding (Episode 2496)

Season 20 - Episode 11 - Aired 11/28/1988

Episode 2495
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#20 - Episode 2495

Season 20 - Episode 10 - Aired 11/25/1988

Luis and his old chair.