S9E24 -Chess
Nothing says “Good Game. How about another?” like flipping the chess board and yelling loudly. As long as you yell it in Russian.
S1E2 – Scrabble
Bart introduces us to the word Kwyjibo. A big, dumb, balding, North American Ape with no chin and a short temper. It’s worth 22 points, unless you’re playing with a Kwyjibo, then it’s worth domestic violence.
S3E6 – Chess
To convince Rabbi Hyman Krustofsky to forgive his son, Bart and Lisa engage him in a scripture battle, trading quotes from the Torah. They meet the Rabbi on his home battlefield, and trade quotes like moves on a chess board. When Bart delivers a quote that wins over the Rabbi, he does it over a literal chessboard.
S13E13 – Scrabbleship
“You sunk my Scrabbleship!”
“This game makes no sense”
“Tell that to the brave men who just lost their lives”
The best games are the games that make no sense, but you’re more invested in them than you are in anything else.
S4E10 / S8E17 – The Good Samaritan
You gotta love the Flanders’ Board Game Collection. Nothing says “excitement” like the Good Samaritan, and by excitement I mean “quiet contemplation”. You have to throw out the dice though, because dice are wicked. You can just move one space at a time, because it is less fun that way!
S6E21 – Chess
When school closes due to a strike, the children are free wreak havoc. So Bart goes out and does all the things he would do without school. Mess with construction workers, play violent video games, and, of course, reenact a scene from the 1993 film “Searching for Bobby Fischer”. To be fair though, Bobby Fischer won three games of chess at the same time. Suppose that’s still more wholesome than flying a kite at night.
S24E11 – Emissaries to Byzantium
On a rainy day with your family, sometimes you’ll want to break out a fun game to help pass the time. Maybe you’ll want something deep and engaging to help take your mind off of things. Maybe you’ll want to try. . . Emissaries of Byzantium. Here’s a hint, don’t. Unless you think your kids would prefer to be adopted by people with names like “Mav” and “Portia”.

S7E8 – Operation
The 60’s were a simpler time in Springfield. Joe Namath’s long flowing hair inspired women to become hippies, companies could freely participate in germ warfare, and there weren’t any safety restrictions on board games like Operation. Apparently, it’s a myth that the old games of operation could shock you, but there is a growing family of games out there that will.
S17E14 – Christian Clue
Get your church group together for the “Vatican’s Great Detective Game”. This actually looks like the best game in the Flanders’ collection. Who could cast doubt on the faith? Was it the secular humanist, in the school house, with misinformation? Just make sure you don’t cut your finger on the knife.
S13E7 – Monopoly
There have been a ton of monopolies as a running gag on the Simpsons. Everything from Rasta-Mon-Opoly to Edna Krabappoly.

The one time they play “original” monopoly, Bart cheats by using legos as hotels and the whole thing descends into violence and chaos. So, a pretty accurate depiction of a game of Monopoly.
S22E4 -Satan’s Path
The Simpson’s Treehouse of Horrors XXI contains a smorgasbord of board game references when Marge forces Bart and Milhouse to play board games instead of violent video games. They manage to open a copy of “Satan’s Path”, where you can be the devil or the thimble. Once they start playing, Satan’s Path Jumanjis all the other board games to life and starts destroying the town. They reference 50 board games, easily. Think you can name them all? Let me know in the comments below, and feast you eyes on the ridiculous board game mayhem.