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 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 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.

The Man with the Yellow Hat has a predicament. He has to write a tribute speech for Professor Wiseman. Also, the country house cupboards are too small to hold all of their food. Then when Bill tells him how squirrels store food in the ground after seeing Jumpy Squirrel do it, George decides to do the same thing to their food. When the Man finds out, he tells George that squirrels bury nuts, seeds and things that grow. So George decides to plant and grow various objects around the house including the Man's speech which he wants to grow the rest of.

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

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.

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!

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

George and The Man have just brought home a new rug. The Man thinks it is so perfect he would like to take a picture of it. But when he runs out to get some camera batteries George decides to have a drink of grape juice and spills it on the rug! George knows how to clean it up, though—a lot of soap and water. But he uses so much he fills up the whole house with suds and water. Luckily he knows about the time his friends The Renkins' basement got flooded and they cleaned it out with a pump. George finds the pump at their house but has no easy way to get it back home.

George and The Man with the Yellow Hat go to the country to feed ducks but have to put their plans on hold when the Renkins' chicks are missing and they must find them. George, however finds a raft on the edge of the river and soon, along with Jumpy Squirrel, finds himself-literally-going up the creek without a paddle. They eventually find a way to stop but they must now find their way back home to the Renkins' farm.

George has gone to his favorite country place, Lake Wanasinklake, where he finds Bill fishing in the lagoon. Bill has caught not fish, but tadpoles and he asks George to look after them as they grow up because "they do some amazing things". But when George figures they are growing tired of the same, small fishbowl, he decides to release them into the lagoon. Later he tries to do anything to get them back but only catches a small green creature which is not one of his tadpoles. Or is it?...

George has to stay with Hundley in the lobby as the apartment gets cleaned but Hundley does not want George to eat his messy snack in the lobby. After George and Hundley get locked out in the alley behind the apartment building, Hundley runs off trying to find a better way in. George follows him and they eventually meet in a place very far away from home. They decide that, since it is dark out and they can not see their way home, they can hear their way home instead.

The Man With the Yellow Hat is about to get a big job! He is going to go up into space to fix the Einstein-Pizza Space Telescope, which is broken and pointed right at Pizza's kitchen window. Dr. Einstein and Professor Pizza explain that the spaceship has a self-locking air lock but they accidentally forgot to make a way to open it from outside. George has to tag along to push the button that would let him in but is forced to go outside and do the job when the Man's tether breaks. Worse off, George is told he has only 2 minutes of air to complete the job.

Professor Wiseman needs the Man with the Yellow Hat's help to assemble some rare dinosaur bones into a skeleton in time for an important archaeologist, Dr. Raj Desai, to see them. Wiseman and the Man finish the task and meet Dr. Desai for lunch. Meanwhile, George and Gnocchi play outside with a toy plane, which floats though a window--landing on the newly assembled dinosaur. When George climbs the fragile bones to retrieve it, the entire skeleton collapses! Using another dinosaur as a model, George is able to organize, sort, and piece together the bones back into its proper form. But how will Dr. Desai feel about a monkey working on his precious dinosaur bones, especially when the wrong head ends up on the dinosaur's skeleton?

One day George is walking the street of his apartment building trying to find something to do when he notices a woman leaving numbered boxes outside every building. He decides to be a helpful monkey and return them to her until his friends Steve & Betsy tell him that she is a postal worker and that leaving boxes for people is her job. So they go on a race to see who can finish returning packages first. Winner plays Steve's video game. Steve has a plan to simply run fast but George and Betsy come up with a plan to sort all of the packages by the number of the buildings they go to.

On a sunny city Saturday, George and the Man decide that it is a good day for donuts and eggs. The Man tells George to write down the number of eggs they have in the refrigerator but George does not write anything because they had none. The Man then realizes that after teaching George everything for so long he forgot to teach him about nothing! He says that zero alone means nothing but when added to smaller numbers makes them bigger. The Man then sends George off to get the donuts with a paper that has an order of 1 Dozen Donuts. But George does not know about a dozen and changes the order to 100 dozen donuts. But after seeing just how many donuts 100 dozen make he tries to do anything to get away with only 1 dozen.

Continuing from the previous part, George wants to continue helping Chef Pisghetti in his kitchen but the chef has no work for him. But the chef has a friend named Mr. Glass, a billionaire who owns an apartment building called the Glass Palace and has a love of all things unique. He hires George as a window washer. Things go well until George sees some shadows in one room that look like jungle animals and decides to paint them. As a result, this causes Mr. Glass to get angry and orders 2 painters to chase George but is rescued by The Man With The Yellow Hat. Although Mr. Glass appreciates the room with the jungle animals and decides to rent it out.

After watching a live video of the new panda on the zoo website, George rushes to the zoo to see it, but gets accidentally locked inside. George tries to find the exit, but mistakenly opens the wrong doors and finds himself surrounded by giraffes, meerkats and penguins. George must put the animals back in their homes.

George has been getting a little tired of The Man With the Yellow Hat telling him what to do. So, he decides that he will live his life like Compass the Pigeon, but George soon finds out that the differences between monkeys and pigeons are too great for them to act like one another. So, George decides to act like a creature more like him. Acting like Gnocchi, the cat doesn't work for him because he can't lick himself clean with getting a furry mouth. Then George finally decides, he would like to be just like Hundley because it looks easy being a lobby dog. But after he, Hundley and the Doorman wind up trapped in the elevator, George discovers that when it comes to being a monkey, things come to him naturally.

George and Allie's imaginations run wild as they brainstorm what could be in the large unmarked box on George's doorstep. Based on its weight, sound, smell, and bristly hair, they're certain it's a baby goat! But what's really inside surprises them more than anything they could have ever imagined.

George and Betsy try to make it into Mr. Glass's record book by making a paper airplane.

The Man with the Yellow Hat is studying insect behavior in the country. George eventually tires of watching and decides to go to bed, but a strange and annoying sound in the house keeps him awake. He tries to track down what the sound is but he cannot seem to find it Then the Man tells him it is the sound of a cricket. George then tries to track down the cricket and remove it from the house so he can get some sleep.

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 loves his toy train set. When The Man with the Yellow Hat tells him that Bill will be riding home on a train, he takes him to the train station so George can see how a real one works. The Man's friend Mr Quint has a brother who owns the train station and is the station master and shows George how each train has a number on it and must arrive at a certain time. When Mr. Quint and his brother have business to attend to, George is left in charge of the station and must arrange the trains so they all arrive in counting order.