It is early winter in the country and George wants to play outside. But the problem is he has toys for summer and snow but no toys for just plain cold. He decides he will have fun by playing with Bill's bunnies but Bill is taking them to his grandmother's house for the entire winter. Bill wants him to leave out nuts and seeds for Jumpy Squirrel all winter and George wants to find a way to have fun in the winter cold. Later, after he sees how the water in his pool is frozen, he finds a way to have fun outdoors AND give Jumpy the food he needs.

George makes homemade slime like a slug.

George and the Man go bird-watching at the park.

George is trying to get up his game and practice soccer, but Steve & Betsy's Aunt Margret says he must dogsit their dog Charkie. Charkie is very wild and playful and does anything she can to run away from the back alley where George is trying to practice. It seems like every time George has an exit covered, Charkie find another way out. George has to find a way to get her to calm down and sit.

George visits the dentist.

George has found himself a new friend in the city, Compass. One of the Doorman's homing pigeons which he keeps on the roof of the apartment building. But the only thing is, Compass has a bad sense of direction. So when the Man says George is not allowed to let pigeons inside the apartment, George decides to build Compass a new home on the balcony outside their apartment, eventually deciding on a tree. But soon George finds out building a tree is not as easy as it seems. Where do trees in nature come from if people don't make them?

George's favorite bouncy ball keeps deflating.

While ice fishing, Einstein and Pizza ask George to pilot their mini submarine.

George becomes obsessed with magic

George makes a totem pole for Father's Day.

George creates his own topiary garden.

George is an understudy and wants to play all the roles.

Professor Wiseman is taking George to his first dog show which, to his disappointment, is not a show performed entirely by dogs. But when he gets home, The Man with the Yellow Hat wants to hear about all the dogs but George can only remember three. So he goes back to try to take note of them all and eventually brings them all home where he must find a way to organize them to count them easily.

George comes across his friends Steve and Betsy playing basketball in the city. When George tries to play, he finds out he is not very good and winds up losing the ball when it accidentally lands on a moving pickup truck. They then decide to play miniature golf instead. After Steve tells him that when playing basketball, the winner is the person that has made the most baskets has the highest score, George figures it is the same way for golf. Then Betsy tells him that in golf, the lowest score wins. Since they find the park mini golf course too hard, they decide to build one of their own.

The Man in the yellow hat is competing in the country town bowling tournament at Bowlmore Lanes but it seems like George does not have any luck getting the ball to hit the pins because it keeps falling into the gutter. When he sees The Man polishing his bowling shoes because they make it extra lucky, George decides to polish his bowling ball too. After George polishes the ball he decides to give it a test roll. However, the yard is bumpy and the driveway is a hill so he just cannot get the ball to roll straight. That is until he keeps the ball so long that The Man forgets it and George sees the road from the country house to the Bowling Alley is like a big bowling lane with gutters.

George searches for ice to save his small snowman.

George uses shadow puppets to help Allie.

The Man with the Yellow Hat takes George to his checkup. George has never seen a doctor's office or a doctor before and becomes curious. After the doctor has to take a break, George puts on his coat and uses his equipment to try to track down a strange "bloopy" sound he had been hearing and, along the way, has to help several patients such as a woman with allergies a man with a broken arm and a woman with hiccups in the way only a monkey can.

George is pretty mad at Hundley who will simply not let him play in the lobby and wishes Hundley could be more like him. One day though, he notices that Hundley is barking loudly and acting bouncy and playful, much to his wish! He then notices that Hundley seems to go back and forth between acting bouncy and playful, and acting like his normal self. Realizing that something is not normal about Hundley's split personality, he tries to figure out what is going on.

George wants to make his friends the best Valentine's Day card ever, but even with four paws, it takes a long time to create homemade cards for everyone. With a little help from sponge shapes, red paint, and a waffle iron, George creates the first ever monkey Valentine's Printing Press!

Allie and George gather chicken eggs.

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George and Betsy learn that Charkie is afraid of thunder.

George and Allie find a tippy thing on the Renkins farm.

George wakes up on a windy day in the country. His friend Bill introduces him to a kite, which George wants to fly. However, Bill must go home and George cannot play with the kite until he returns. His curiosity gets the best of him and he soon finds himself flying around the countryside, even taking his friend Jumpy Squirrel with him. This is the pilot episode for the series.