Little Bear would like to play in the snow. He asks Mother Bear to make him a hat, pants and coat to keep him warm. He finally decides what he needs to keep him warm is a fur coat.He takes off the clothes leaving his fur coat and he isn't cold. Little Bear and his friends (Owl, Hen, Duck & Cat) play hide and seek in the forest. Little Bear makes himself a space helmet so that he can fly to the moon. He jumps to the moon from a tree and comes to a house much like his own. Mother Bear fools him by telling him that her own Little Bear has gone to the moon.
It is Little Bear's birthday and Mother Bear is nowhere to be found. He decides to make Birthday Soup for his friends. As he is serving the soup Mother Bear surprises them all with a birthday cake. As Little Bear and his friends are painting Hen's house, white paint tips onto him. He goes home to get cleaned up and on the way pretends he is a polar bear in the North Pole. Little Bear decides to catch a fish for Mother Bear. Little Bear and Owl pretend that they catch an octopus and a whale.
Little Bear decides that he will stay up all night to see the sunrise. Little Bear takes a bath to get ready for Father Bear's arrival. He imagines meeting a mermaid. Little Bear tells his friends that Father Bear is coming home with a present for him. His friends think that Little Bear will have a mermaid at his house.
Little Bear doesn't feel well. Mother Bear tells him that he must stay in bed to feel better. His friends come to visit with all sorts of ideas about what Little Bear needs to do to get better. Little Bear and his friends explore a cave and are frightened by their echoes. Father Bear shows Little Bear what fishing on a boat is like.
Little Bear tells Mother Bear three wishes to prolong going to bed. They are: 1) flying on a cloud 2) being a Viking and 3) visiting a princess who has chocolate cake to share. Little Bear can't find anyone to play with -- until he discovers his shadow. Little Bear needs to find a present for Mother Bear's birthday. He enlists his friends to help but they keep trading presents between each other. Little Bear ends up giving his original gift -- a bouquet of flowers.
Little Bear prepares for his trip to Grandmother's House by carefully packing jam, soup and cookies between pine boughs. As he meets his friends along the way his gifts are eaten. Grandmother Bear is excited to see Little Bear and is delighted by his present of pine boughs. Grandfather Bear says there is no way Little Bear could make him tired. Little Bear leads Grandfather Bear exploring, up a tree, and rolling down a hill. After lunch Grandfather falls asleep and Little Bear soon follows. Grandmother Bear tells Little Bear the story of when Mother Bear had a robin.
Little Bear has invited his friends over to play but they must be quiet because Father Bear is reading the paper. Little Bear gets the hiccups and everyone tries to figure out a way to cure him. Little Bear and Father Bear have a date for an adventure. Little Bear tries to wait patiently for Father Bear to wake up. Little Bear and Father Bear are going camping on the top of a hill. On the way they meet many new animals; birds, chipmunks and a moose!
When Little Bear's family goes on a picnic by the lake, Little Bear meets a mermaid. Little Bear and his father surprise Mother Bear with a breakfast of Father's famous flying flapjacks. When the Bear family cleans out the attic, Little Bear uncovers some of Mother Bear's old treasures, including a pair of maracas with a very colorful history.
Little Bear and his friends prepare for a family portrait by taking a lot of funny pictures. Little Bear meets Emily, a young girl, who is camping nearby. They share cookies as they take the shortcut to the campground. Emily comes to Little Bear's house where they pretend to be a witch and king.
As Duck is babysitting the ducklings, one wanders off. Little Bear and his friends work together to find the lost duckling. Little Bear and his friends put together a band to play at Grandmother and Grandfather Bears' golden anniversary. At the end of the summer, Little Bear and his friends take one last dip in the pond.
When Little Bear is awakened by the wind's howling, Mother Bear tells him a story. While picking berries, Grandfather Bear tells Little Bear a story about a goblin. At Grandmother and Grandfather Bear's house, Little Bear tries to stay awake for his parent's arrival.
While looking through Grandfather's things in the attic, Grandfather Bear and Little Bear pretend that they are in the circus. Little Bear and Emily find an egg in the woods and try to find the birds who lost it. At Owl's party for Emily, her doll breaks accidentally. She is fixed by Little Bear.
Little Bear and his friends perform a play about rain. Little Bear writes to Emily during the school year. While raking leaves, Little Bear imagines playing with Emily and his friends throughout the seasons.
Little Bear, having made his lunch disappear, decides that he is a magician and performs various lucky magic tricks like making his friends disappear to his house for some of Mother Bear's chocolate cake. One rainy day when Mother Bear catches a chill, Little Bear wants to play doctor and take care of her. Frustrated that he can't reach things and his desire to grow faster, Little Bear imagines he is Bigger Little Bear -- a giant version of himself.
Little Bear joins Father Bear for a night on his boat and learns about the stars and constellations that Father Bear uses as guides while sailing. Falling asleep, Little Bear dreams of playing in the stars as the constellations come alive. After helping Father Bear build a fence, Little Bear is inspired to use the scrap wood for a surprise project of his own which turns out to be a lemonade stand for all to enjoy. Curious about where snow comes from, Little Bear takes a compass and Duck on an adventure to the North Pole.