The BEST episodes of The Simpsons season 20

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

Set in Springfield, the average American town, the show focuses on the antics and everyday adventures of the Simpson family; Homer, Marge, Bart, Lisa and Maggie, as well as a virtual cast of thousands. Since the beginning, the series has been a pop culture icon, attracting hundreds of celebrities to guest star. The show has also made name for itself in its fearless satirical take on politics, media and American life in general.

Last Updated: 11/11/2024Network: FOXStatus: Continuing
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Mypods and Boomsticks
star
7.41
2309 votes

#1 - Mypods and Boomsticks

Season 20 - Episode 7 - Aired 11/30/2008

Lisa struggles to become the proud owner of a Mypod, and Homer believes Bart's new Middle-Eastern friend Bashir is involved in a terrorist plot to destroy the Springfield Mall.

Writer: Marc Wilmore
Watch Now:Apple TV
Homer and Lisa Exchange Cross Words
star
7.36
1974 votes

#2 - Homer and Lisa Exchange Cross Words

Season 20 - Episode 6 - Aired 11/16/2008

Lisa learns she is good at crossword puzzles and enters a city-wide contest. Homer discovers he has a flair for letting loved ones down so he opens Sweet Conclusions Break-Up Service, but lands himself in trouble with his daughter when he places a bet against her in the competition.

Directors: Nancy Kruse
Writer: Tim Long
Watch Now:Apple TV
Gone Maggie Gone
star
7.34
1784 votes

#3 - Gone Maggie Gone

Season 20 - Episode 13 - Aired 3/15/2009

Lisa infiltrates a convent in order to steal back Maggie who was accidentally taken in by nuns. While in the convent, Lisa uncovers a series of cryptic clues leading to a hidden jewel in Springfield. With help from resident history buffs Principal Skinner and Comic Book Guy, Lisa sets off to find the coveted prize. But Springfield's Freemasons are also hot on the trail of the jewel, and Lisa must race against them to find the jewel and rescue Maggie.

Directors: Chris Clements
Watch Now:Apple TV
Coming to Homerica
star
7.33
1919 votes

#4 - Coming to Homerica

Season 20 - Episode 21 - Aired 5/17/2009

When nearby Ogdenville’s economy crumbles due to tainted barley discovered in Krusty’s veggie burgers, the unemployed workers of Ogdenville flock to Springfield. After Mayor Quimby closes Springfield’s borders and enlists private citizens to help patrol them, Homer organizes a border patrol group.

Writer: Brendan Hay
Watch Now:Apple TV
Wedding for Disaster
star
7.31
1696 votes

#5 - Wedding for Disaster

Season 20 - Episode 15 - Aired 3/29/2009

After Marge and Homer's marriage turns out to be invalid, they decide to re-do their vows. But when Homer goes missing, Bart and Lisa smell something funny and investigate his disappearance.

Directors: Chuck Sheetz
Watch Now:Apple TV
The Good, the Sad and the Drugly
star
7.27
1725 votes

#6 - The Good, the Sad and the Drugly

Season 20 - Episode 17 - Aired 4/19/2009

Bart falls in love with a charitable girl named Jenny, prompting Bart to behave in order to date her. Meanwhile, Lisa becomes depressed when she writes a report on Springfield's future.

Directors: Rob Oliver
Writer: Marc Wilmore
Watch Now:Apple TV
Treehouse of Horror XIX
star
7.25
2057 votes

#7 - Treehouse of Horror XIX

Season 20 - Episode 4 - Aired 11/2/2008

Springfield is the setting for parodies of Charlie Brown, It's the Great Pumpkin and Michael Bay's Transformers as Homer's vote on election day is misread by a renegade machine.

Directors: Bob Anderson
Watch Now:Apple TV
Lost Verizon
star
7.15
2484 votes

#8 - Lost Verizon

Season 20 - Episode 2 - Aired 10/5/2008

Bart lands himself in trouble when he steals a mobile phone from Denis Leary and subsequently uses it to land the actor a comical film role. The troublemaker then leads his family to the ancient ruins of Machu Picchu after Marge confiscates the device and decides to use its GPS technology to track her son.

Directors: Raymond S. Persi
Writer: John Fink
Watch Now:Apple TV
Double, Double, Boy in Trouble
star
7.15
2596 votes

#9 - Double, Double, Boy in Trouble

Season 20 - Episode 3 - Aired 10/19/2008

An irreverent take on the Prince and the Pauper. Bart enthusiastically trades lives with a wealthy lookalike after landing himself in trouble for triggering a rampage of vacuum cleaners, but finds the lavish lifestyle too much when he becomes the target of all his new friends' pranks.

Directors: Michael Polcino
Watch Now:Apple TV
Take My Life, Please
star
7.13
1717 votes

#10 - Take My Life, Please

Season 20 - Episode 10 - Aired 2/15/2009

Homer is jealous when old classmate Vance Connor is inducted into the Springfield Walk of Fame. Lenny and Carl confess they fixed the result in favor of Principal Dondelinger - leading the hapless father to speculate on how his life would have changed had he won the ballot.

Writer: Don Payne
Watch Now:Apple TV
Eeny Teeny Maya Moe
star
7.12
1627 votes

#11 - Eeny Teeny Maya Moe

Season 20 - Episode 16 - Aired 4/5/2009

Moe once again searches for love and falls for a woman named Maya over the Internet. However, when Moe meets Maya face-to-face, he discovers it's more like face-to-knee, as Maya is only three feet tall.

Directors: Nancy Kruse
Writer: John Frink
Watch Now:Apple TV
Dangerous Curves
star
7.08
2132 votes

#12 - Dangerous Curves

Season 20 - Episode 5 - Aired 11/9/2008

Homer and Marge remember the ups and downs of their marriage through a series of flashbacks, including the time they each began flirting with guests at a glamorous party - a situation that led to a food fight and an unexpected swim in the pool.

Directors: Matthew Faughnan
Watch Now:Apple TV
Sex, Pies and Idiot Scrapes
star
7.07
3314 votes

#13 - Sex, Pies and Idiot Scrapes

Season 20 - Episode 1 - Aired 9/28/2008

Bounty hunter Ned is forced to scrap his partnership with Homer when the hapless layabout skips bail, and Marge mistakenly takes a job at an erotic bakery.

Directors: Lance Kramer
Writer: Kevin Curran
Watch Now:Apple TV
Waverly Hills 9-0-2-1-D'oh
star
7.07
2010 votes

#14 - Waverly Hills 9-0-2-1-D'oh

Season 20 - Episode 19 - Aired 5/3/2009

When Marge learns Springfield Elementary is the worst school in the state, she and Homer rent an apartment in the upscale Waverly Hills school district so Bart and Lisa can attend a better school. Meanwhile, Homer moves into the rented Waverly Hills apartment and gets used to the bachelor lifestyle.

Directors: Michael Polcino
Watch Now:Apple TV
The Burns and the Bees
star
7.07
1842 votes

#15 - The Burns and the Bees

Season 20 - Episode 8 - Aired 12/7/2008

Mr Burns wins a professional basketball team in a poker game at the annual billionaire's retreat. He decides to build a state-of-the-art facility in an attempt to lure fans, but the stadium site is on the last remaining bee colony in Springfield - prompting Lisa to lead a protest.

Directors: Mark Kirkland
Watch Now:Apple TV
No Loan Again, Naturally
star
7.05
1987 votes

#16 - No Loan Again, Naturally

Season 20 - Episode 12 - Aired 3/8/2009

When the adjustable rate on Homer's home mortgage (taken out to pay for Homer's annual Mardi Gras parties) increases drastically and Homer can't make the payments, 742 Evergreen Terrace is sold...to Ned Flanders, who rents it back to Homer... at least until Homer demands that Flanders repair the house.

Directors: Mark Kirkland
Watch Now:Apple TV
In the Name of the Grandfather
star
7.04
1807 votes

#17 - In the Name of the Grandfather

Season 20 - Episode 14 - Aired 3/22/2009

The Simpsons travel to Ireland so that Grampa can have a final drink at O'Flanagan's Pub - an old watering hole of his. But when the small town of Dunkilderry isn't quite what Grampa remembers it as, and O'Flanagans has become a rundown and empty pub, he and Homer decide to buy it and fix it up.

Directors: Ralph Sosa
Watch Now:Apple TV
Four Great Women and a Manicure
star
7.01
1807 votes

#18 - Four Great Women and a Manicure

Season 20 - Episode 20 - Aired 5/10/2009

Marge and Lisa visit the nail salon where they engage in a spirited debate as to whether a woman can be smart, powerful and beautiful all at the same time and spin four tales of famous women featuring famous Springfield faces: Selma as Queen Elizabeth I, Lisa as Snow White, Marge as Lady Macbeth and Maggie as Howard Roark, the idealistic architect protagonist from Ayn Rand’s The Fountainhead.

Directors: Raymond S. Persi
Watch Now:Apple TV
Father Knows Worst
star
7.00
1814 votes

#19 - Father Knows Worst

Season 20 - Episode 18 - Aired 4/26/2009

Bart and Lisa start struggling in their academic and social lives at school and Homer starts monitoring them and forcing them to do better. Meanwhile, Marge discovers a sauna in the basement.

Directors: Matthew Nastuk
Writer: Rob LaZebnik
Watch Now:Apple TV
How the Test Was Won
star
7.00
1995 votes

#20 - How the Test Was Won

Season 20 - Episode 11 - Aired 3/1/2009

Bart gets a perfect score on a practice test for a national achievement test, which not only rattles Lisa, but it means Bart gets to attend a special party instead of having to take the actual test. Meanwhile, Homer must avoid injuring himself for an entire afternoon after failing to pay his insurance.

Directors: Lance Kramer
Watch Now:Apple TV
Lisa the Drama Queen
star
6.92
1731 votes

#21 - Lisa the Drama Queen

Season 20 - Episode 9 - Aired 1/25/2009

Lisa lets her imagination run wild when she makes a new friend and they create a magical kingdom together called Equalia, complete with characters and plotlines. But they find themselves facing a nightmare when the boundaries between reality and fantasy are blurred. With the voice of Emily Blunt.

Directors: Matthew Nastuk
Writer: Brian Kelley
Watch Now:Apple TV