Herbie Bear learns skateboarding tricks from the new kid in the neighborhood.
After the ball they're playing with gets ruined, Herbie Bear and his friend Michael must find an alternative. In their attempts to trade items for Herbie's younger brothers' ball, the boys learn a lesson in sharing.
Charged with caring for a friend's cat while she's away, Herbie Bear searches the house to find the pet.
Herbie and his siblings have fun with their imaginations while on their grandparents' boat.
Herbie Bear and his siblings and friends decide to build a fort, but must learn to cooperate and share their items to get the job done.