Entertainment The Best Episodes From The Simpsons Season 21  

Reference
546 votes 45 voters 23 items

There are so many great episodes of The Simpsons in season 21, but which are your absolute favorite? This list ranks every episode of The Simpsons season 21 from the best to worst, with the help of your votes.

The twenty-first season of The Simpsons aired between Sept. 27, 2009, and May 23, 2010, to become the longest-running American primetime series in television history, breaking its tie with Gunsmoke. Guest stars during season 21 of The Simpsons included Anne Hathaway, Eli Manning, Chris Martin, and Bob Costas.

Which The Simpsons season 21 episode did you like better, "The Color Yellow" or "To Surveil with Love"? Vote up the best episodes from The Simpsons season 21 that you'd like to see at the top of the list.

Ranker may collect a commission from links on this page. Prices & inventory are accurate as of publish date.
list ordered by
1
34 0
The Bob Next Door is listed (or ranked) 1 on the list The Best Episodes From The Simpsons Season 21
May 16 2010
Bart becomes convinced that his new neighbor, Walt, is his archenemy, Sideshow Bob, disguised and back for revenge. But when Marge tries to convince Bart otherwise by taking him to visit the ...more
2
28 0
To Surveil With Love is listed (or ranked) 2 on the list The Best Episodes From The Simpsons Season 21
May 02 2010
"To Surveil with Love" is the twentieth episode of The Simpsons' twenty-first season. It premiered on the Fox network in the United States on May 2, 2010 as the 461st episode of the ...more
3
25 0
Bart Gets a 'Z' is listed (or ranked) 3 on the list The Best Episodes From The Simpsons Season 21
Oct 04 2009
"Bart Gets a Z'" is the second episode of The Simpsons' twenty-first season. It originally aired on the Fox network in the United States on October 4, 2009. In the episode, the fourth ...more
4
24 1
American History X-cellent is listed (or ranked) 4 on the list The Best Episodes From The Simpsons Season 21
Apr 11 2010
When the police are called to diffuse a rowdy crowd at Mr. Burns' estate, one of the officers recognizes priceless stolen paintings on the walls, and the maniacal billionaire is taken downtown ...more
5
23 1
Homer the Whopper is listed (or ranked) 5 on the list The Best Episodes From The Simpsons Season 21
Sep 27 2009
Homer gets the lead in a movie about a superhero who can take on the powers of every superhero in any comic book he touches. To whip Homer into superhero shape, the studio hires a celebrity ...more
6
21 1
Moe Letter Blues is listed (or ranked) 6 on the list The Best Episodes From The Simpsons Season 21
May 09 2010
As Mother's Day approaches, Moe narrates an episode in which he writes a letter to Homer, Apu and Reverend Lovejoy, who are vacationing with their children, and threatens to run away with one of ...more
7
26 2
O Brother, Where Bart Thou? is listed (or ranked) 7 on the list The Best Episodes From The Simpsons Season 21
Dec 13 2009
One snowy day in Springfield, Lisa informs Bart that she and Maggie share a bond that Bart will never understand because he doesn't have a brother, so Bart asks Homer for a baby brother. When ...more
8
23 2
Treehouse of Horror XX is listed (or ranked) 8 on the list The Best Episodes From The Simpsons Season 21
Oct 18 2009
Mixed martial arts (MMA) gains popularity in Springfield, and Marge leads a protest against it. The promoter of a local MMA company decides to gain publicity from the controversy by challenging ...more
9
23 2
Thursdays with Abie is listed (or ranked) 9 on the list The Best Episodes From The Simpsons Season 21
Jan 03 2010
Grampa is sitting on a bench waiting for his family when a thoughtful-looking man named Marshall Goldman approaches him and asks to hear about his life. Grampa tells Goldman about the time he ...more
10
26 3
Boy Meets Curl is listed (or ranked) 10 on the list The Best Episodes From The Simpsons Season 21
Feb 14 2010
"Boy Meets Curl" is the twelfth episode of The Simpsons' twenty-first season. It aired on the Fox network in the United States on February 14, 2010. In this episode, Homer and Marge ...more
11
23 3
Rednecks and Broomsticks is listed (or ranked) 11 on the list The Best Episodes From The Simpsons Season 21
Nov 29 2009
After getting lost in a game of hide-and-seek, Lisa wanders into the field and discovers three teenage girls who are practising Wiccans. Though she is sceptical of their spells, the girls assure ...more
12
17 3
The Greatest Story Ever D'ohed is listed (or ranked) 12 on the list The Best Episodes From The Simpsons Season 21
Mar 28 2010
When Homer is playing noisily in the yard, it disrupts Flanders' bible-study group. Coaxed by the reverend, a frustrated Flanders takes it upon himself to redeem Homer by inviting the Simpson ...more
13
17 3
Postcards from the Wedge is listed (or ranked) 13 on the list The Best Episodes From The Simpsons Season 21
Mar 14 2010
"Postcards from the Wedge" is the fourteenth episode of The Simpsons' twenty-first season. It originally aired on the Fox network in the United States on March 14, 2010. In the ...more
14
15 4
Chief of Hearts is listed (or ranked) 14 on the list The Best Episodes From The Simpsons Season 21
Apr 18 2010
"Chief of Hearts" is the eighteenth episode of The Simpsons' twenty-first season. It aired on the Fox network in the United States on April 18, 2010. In this episode, Homer and Chief ...more
15
18 7
Pranks and Greens is listed (or ranked) 15 on the list The Best Episodes From The Simpsons Season 21
Nov 22 2009
Principal Skinner is getting fed up with Bart's pranks, so he informs Bart that he is not the best prankster after all. A former student named Andy Hamilton is hailed as the best prankster, and ...more
16
13 6
The Squirt and the Whale is listed (or ranked) 16 on the list The Best Episodes From The Simpsons Season 21
Apr 25 2010
"The Squirt and the Whale" is the nineteenth episode of The Simpsons twenty-first season, which premiered on the Fox network on April 25, 2010 as the 460th episode for the series ...more
17
15 8
The Devil Wears Nada is listed (or ranked) 17 on the list The Best Episodes From The Simpsons Season 21
Nov 15 2009
Marge and a group called the "Charity Chicks" pose for a calendar in hopes of raising money for charity, but Marge becomes the talk of the town thanks to her racy poses. Meanwhile, ...more
18
15 8
The Great Wife Hope is listed (or ranked) 18 on the list The Best Episodes From The Simpsons Season 21
Oct 11 2009
Mrs Krabappel is fired from Springfield Elementary after Bart spikes her coffee, causing her to make a drunken fool of herself. She is replaced by a cool new teacher, Mr. Vaughn, who is a quick ...more
19
13 7
Million Dollar Maybe is listed (or ranked) 19 on the list The Best Episodes From The Simpsons Season 21
Jan 31 2010
Homer blows off Marge to buy a lottery ticket and winds up winning the million-dollar jackpot. Fearing how Marge will react if she finds out the reason Homer missed their date, Homer keeps his ...more
20
11 9
Judge Me Tender is listed (or ranked) 20 on the list The Best Episodes From The Simpsons Season 21
May 23 2010
When Moe discovers a hidden talent for judging contests, he is approached by a television agent to join the AMERICAN IDOL judges' panel. Moe flies to Los Angeles where he tours the Fox lot and ...more
21
11 9
Once Upon A Time In Springfiel... is listed (or ranked) 21 on the list The Best Episodes From The Simpsons Season 21
Jan 10 2010
Krusty is approached by two network executives who want to bring on female co-star Princess Penelope to increase the show's female demographic. The onstage and behind-the-scenes rapport between ...more
22
9 7
Stealing First Base is listed (or ranked) 22 on the list The Best Episodes From The Simpsons Season 21
Mar 21 2010
Principal Skinner announces that Mrs. Krabappel was called out of town and budget cuts dictate that, until she returns, the school's two fourth grade classes will merge. Bart reluctantly shares ...more
23
8 23
The Color Yellow is listed (or ranked) 23 on the list The Best Episodes From The Simpsons Season 21
Feb 21 2010
"The Color Yellow" is the thirteenth episode of The Simpsons' twenty-first season. It aired on the Fox network in the United States on February 21, 2010. In this episode, Lisa ...more