It's winter in Chucklewood, and Buttons and Rusty go on a skiing trip which gets them lost in a sudden blizzard.
The cubs glimpse something in Chucklewood Lake and are convinced they have discovered a relative of the Loch Ness Monster.
While the cubs learn about family trees and how not all families are the same, Frisky goes on a search to find her long lost family and finds out she was adopted.
Franklin's Aunt Nora arrives at Chucklewood Park, full of amazing stories, and Franklin confides to Jonesy that no one seems to need him anymore.
During a dry spell at Chucklewood Park, the critters learn how to conserve water.
Buttons' grandmother (known as "Gram") comes to Chucklewood. However, problems make everyone grumpy and impatient until she tells a story to the critters, with them as the main character
Exploring a new cave, the cubs discover some old Indian artifacts; in particular, a shiny stone which they come to believe has magical powers.
The boy cubs, their folks, the girl cubs, and Franklin visit Lester in Crystal Bayou, but Lester isn't himself. After investigation it turns out he has a toothache but is too scared to visit the dentist.
The cubs find a lost pony separated from his herd and Bearbette decides to look after him.
Franklin teaches the cubs about space travel and really fires their imagination when a strange new creature from a planet called Down Under appears in Chucklewood.
A misunderstanding causes the cubs to think that they'll be sent to a zoo because the park is closing down, and they decide to run away. The search for them involves a treasure map, three wolves, the Adventure Machine, and a man named Zachary in a house near a waterfall.
A rainstorm hits Chucklewood, and Zachary's house is washed across the river; the cubs' families and friends go on a quest to save them and Zachary from going over the waterfall.
As the cubs learn about the Olympics, their cave is taken over by a family of grizzlies. The cubs compete with the grizzlies in an Olympics tournament to win their home back.