During the times of the British Raj in India, Mowgli is the 5-year-old son of the widowed Nathoo, whose wife died in childbirth. Nathoo works as a tour guide. On one of his tours, he is leading Colonel Geoffrey Brydon and his men as well as Brydon's five-year-old daughter Katherine. That night, the deadly tiger Shere Khan attacks the encampment, killing some soldiers who had been hunting down several animals for fun in the jungle earlier, which had enraged him. When he tries to kill the third hunter, Buldeo, Nathoo defends Buldeo, who ungratefully leaves him to be mauled to death by Khan. In the confusion, Mowgli is lost in the jungle with his pet wolf, Grey Brother. Brydon and his men believe Mowgli has been killed too. Mowgli is taken by Bagheera, a gentle black panther, to the wolf pack. Mowgli also befriends a bear cub named Baloo.
When the fearsome tiger Shere Khan (Idris Elba) threatens his life, Mowgli (Neel Sethi), a boy raised by wolves, leaves his jungle home and, guided by Bagheera the panther (Ben Kingsley) and the free-spirited bear Baloo (Bill Murray), sets out on a journey of self-discovery.
Mowgli is living in the Man Village with the girl who lured him in, Shanti, his adopted brother Ranjan, and their parents. However, Mowgli longs to return to the fun of the jungle, and after nearly leading the other children of the village into the jungle, is punished by his adopted father for trying to lead them into danger. Meanwhile, in the jungle, Shere Khan has returned to Baloo and Bagheera's part of the jungle to exact revenge on Mowgli. Baloo sneaks into the Man Village and gets Mowgli to come with him to live in the jungle; however, unbeknownst to them, Shere Khan also infiltrated the village, only to be chased off by the village people. In the ensuing chaos of the tiger's attack, Shanti and Ranjan go into the jungle to retrieve Mowgli, believing that Baloo is a hostile animal and kidnapped the boy.
It is an adaptation of the Charles Dickens classic, A Christmas Carol. An overexcited Roo, along with Pooh, Piglet, Tigger and Eeyore, pay Rabbit a fine visit to celebrate Easter. But instead of finding an Easter party, they find a Spring-Cleaning Day celebration led by Rabbit who makes up the holiday to replace Easter. While Rabbit tends his garden by doing things his way, the gang cleans up his house, and Pooh sneezes and trashes the house. Then Roo finds all their Easter eggs and decorations stored away in Rabbit's closet, and throws a surprise Easter party for Rabbit. Unfortunately, he is enraged at them for not doing his "Spring Cleaning Day", and not doing exactly what Rabbit repeatingly told them to do, and literally throws them out of his house for disobeying him. Then the gang began to have a feeling that Rabbit does not want to celebrate Easter at all, which makes Roo very sad that Rabbit is really unhappy, and Tigger wants Roo to have a happy Easter. So Tigger tries to talk to Rabbit while Roo and the others try to make an Easter celebration of their own in their hopes of cheering up Rabbit.
Eeyore, Rabbit, Tigger, and Pooh are working on a plan to get honey from a beehive. Piglet wants to help, but his friends tell him he is too small. When the plan goes awry, Piglet saves the day by trapping the bees in a decoy hive. But no one notices what Piglet had done. Feeling ignored and unappreciated, Piglet sadly wanders away.
Tigger searches through the Hundred Acre Wood for somebody to bounce with him, but all of his friends are too busy getting ready for the coming winter. While he searches for a playmate, Tigger accidentally destroys Eeyore's house with a boulder. He later wrecks the complex pulley system that Rabbit has rigged up to remove the boulder and sends his friends flying into a mud puddle. Rabbit is furious at Tigger for destroying his Rock Remover, and the rest of Tigger's friends admit they're not quite as bouncy as he is because they aren't Tiggers. Tigger sadly wanders off on his own, wishing there was somebody else like him.
The film's content is derived from three previously released animated featurettes Disney produced based upon the Winnie-the-Pooh books by A. A. Milne: Winnie the Pooh and the Honey Tree (1966), Winnie the Pooh and the Blustery Day (1968), and Winnie the Pooh and Tigger Too (1974). Extra material used to link the three featurettes together was added to allow the stories to merge into each other.
The Country Bears are an all-bear country rock band who have broken up in 1991 after years of popularity. Number one fan Beary Barrington (voiced by Haley Joel Osment), a young bear raised by a human family, feels left out for being different. His father (Stephen Tobolowsky) tells him that his family will love him no matter what, and that differences lead everyone to their purposes. But Beary's older brother Dex (Eli Marienthal) gives him the truth about his background.
Sean (Graham Kosakoski), Ritch (Brody Harms), Wes (Tyler Hoechlin), and Lauren (Kate Todd) celebrate their college graduation by breaking into Saranoc Grotto, a forest heavily marked with "No Trespassing" signs and surrounded by a tall fence. While speeding down a dirt road, they hit and kill a grizzly bear cub, sending their Jeep Cherokee into a tree and cracking the radiator. As they argue over whether they should bury the dead cub, they hear its mother coming and run. The vehicle overheats down the road so Wes and Ritch go into the forest to find water. The Grizzly Bear finds and attacks Ritch. Having heard Ritch's screams to run, Wes inadvertently runs into the bear and it attacks him. The other two arrive and rescue Wes, but are unable to help Ritch. The Bear kills him while the others flee to the Jeep.
In the tranquil town of Timberline, 900-pound (407 kg) grizzly bear Boog enjoys a captive, but happy existence and spends his day as the star attraction of the town's nature show with nights living the life of luxury in the garage of park ranger Beth, who raised him since he was a cub. One day, the hunting fanatic Shaw drives into town with the one-antlered deer Elliot strapped to the hood of his truck. Boog frees Elliot at the last minute and against his better judgment, before Shaw can go after him. Boog never expects to see his "buddy" again. Elliot follows Boog home and finds him sleeping in the garage and starts to throw rabbits at the window. He tells him to be "free" from his garage captivity and introduces Boog to a world of sweet temptations outside of the garage that he has unknown. When Boog becomes intoxicated with sugar sweets, events quickly spiral out of control as the two ransack the town's grocery store. Elliot escapes before Boog is caught by a friend of Beth, police officer Gordy. At the nature show, Elliot who is being chased by Shaw, sees Boog who attacks him, causing the whole audience in the show to panic before Boog threatens to hurt Elliot. Shaw attempts to shoot Boog, but Beth sedates them with a tranquilizer gun before he could, thanks to Gordy. Shaw flees before he can arrest him for shooting a gun in the town. The two trouble-makers are released into the Timberline National Forest, only three days before open season starts, but they are set over the falls, where they will be safe.
The film takes place one year after the events of the first film.
Elliot (Joel McHale) has grown giant new antlers and is getting married to Giselle (Jane Krakowski). But during a mishap, Elliot's new antlers are cracked off and now look like they did in the first film, which upsets him. Luckily, Boog (Mike Epps) and the others manage to cheer Elliot up by having a rabbit fight. But Elliot has new emotions about his marriage and feels reluctant to marry Giselle. Mr. Weenie (Cody Cameron) finds a dog biscuit trail that his previous owners left behind and uncontrollably follows it. At the climax of the wedding, Elliot witnesses Mr. Weenie being taken away by his old owners, Bob and Bobbie (Georgia Engel). Elliot tells the story to the other forest animals (a little overreacting) and decides to make a rescue mission to save him. The other ones that go on Elliot's rescue mission are Boog, Giselle, McSquizzy (Billy Connolly), Buddy, (Matthew W. Taylor), and Serge (Danny Mann) and Deni (Matthew W.
One spring morning, Boog plans an annual guys trip to spend time with his male best friends. Unfortunately, Elliot has distanced himself from Boog since he had started a family with Giselle. They are now the parents of three children: Gisela, Giselita, and Elvis (with Boog now being the adoptive uncle). Boog is disappointed since everyone else wants to spend time with their families, which makes him go on the guys trip by himself with Dinkleman; however, this soon leads him to a Russian traveling circus called the Maslova Family Circus.