Mama tries to get the cubs to give their messy room a complete cleanup within a 15-minute time limit. Failing to do so, she tries to throw away their stuff, but Papa stops them and he has a better idea.
Raffish Ralph meets the Terrible Termite (who can eat wood in seconds) and decides to use him to threaten people who do not buy his "termite insurance". However, when the Termite realizes he is being used he refuses to serve Ralph anymore, and Brother and Sister free the termite into threatening Ralph's houseboat unless he retires from the insurance business.
Papa Bear makes such a big kite for the kite flying contest that it carries him away and into a hang-gliding contest.
Papa gets a magic pumpkin seed that grows into a mutant pumpkin. But Brother and Sister discover it's a scheme by Weasel McGreed to take over Bear Country.
The whole bear family is terrified of a spooky mansion down the road. Mama explains that when she was a cub it was owned by a nice lady who was a friendly neighbor, but when she moved away no one else bought it and it fell into disrepair. Mama thinks about buying it to restore it to its former glory, but she needs Papa and the cubs to overcome their fears and superstitions.
Papa enters a pizza-twirling competition and Weasel McGreed and Raffish Ralph decide to take advantage of this in order to take over Bear Country.
Raffish Ralph is planning to wreck Giant Bat Cave to build an amusement park, but the cubs, with the help of a smart bat, are able to scare him away with the usage of a giant, fake bat.
Papa tries to steal some of Queen Nectar's wild wild honey.
A skunk moves in next door to the Bear family.
Farmer Ben's prize pumpkin goes missing, so the bear detective cubs decide to search for it.
Sister's sixth birthday is coming up. The preparations for the party are bigger than Mama expected, including ponies and a merry-go-round Papa hired. The party is pretty distressing for Sister, but by the end of the party, she sees the advantage of growing up.
The Bear Scouts Brother, Sister, and Cousin Freddy try to earn their merit badges. Papa tries to help, but his reckless and clumsy antics make him the one in need of rescuing. Still, the scouts earn their badges eventually.
Brother Bear tries out for the soccer team.
The Bear Scouts try to earn their whitewater merit badges.
The cubs find a cursed suit of armor.
Raffish Ralph has a football scheme that involves holding a Super Duper Bowl.
The bears find a treasure map.
Raffish Ralph convinces the mayor to build a superhighway which threatens a Bear Country landmark.
Bigpaw is captured by Raffish Ralph and Weasel McGreed and exhibited.
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Sister Bear can run faster, climb higher, and hit a ball farther than the boys, and she gloats over it. So Brother Bear and his friends build a clubhouse for boys only, and when Sister discovers this, she plans a terrible revenge on the boys.
McGreedy Weasel and Raffish Ralph hypnotize Bigpaw Bear into attacking Bear Town. But, Brother and Sister break the spell in a flash. They know you can't make someone do something they really don't want to do!
Papa is ambitious to win a pumpkin carving contest and Brother and Sister are also joining in. Papa is extremely secretive with his own pumpkin and guards it closely. Papa then has nightmares and he chooses to miss out on the contest.
Papa buys from Raffish Ralph "The Secret of the Dancing Bees" book and dons on a bee costume in hopes of extracting Queen Nectar's honey. His plan works and humours the bees but when Ralph tries it, the bees are not impressed.
After Papa Bear explains about the rules with strangers, Brother decides to only talk to strangers with radio-controlled airplanes and Sister is suddenly scared of everything, viewing all strangers as ominous. But soon, Moma brins some reassuring common sense to the problem, and resolve the children's disputes.
Papa Bear's favorite blackberry honey disappears, and he starts accusing everyone in town, so the Bear Detectives set out to find the culprit. He soon discovers he was the one who ate all of the honey in his sleep.