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 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 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 and the Man go bird-watching at the park.

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 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.

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.

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?

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

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.

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.

Armed with a cool new monkey-sized vacuum, George watches with amazement as his new "toy" sucks up everything in sight... including some of Mr. Stamp's rare stamps! Inspired by a TV superhero, George dons a cape and embarks on a citywide "cleaning" spree, using his little vacuum to suck up everything from bird food to dog biscuits to a winning lottery ticket. When the townspeople can't catch up to the cleaning monkey, will they view George as a Superhero Vacuum Monkey or a Super Villain?

George is outside watering the garden when he gets muddy. He tries to take a bath but there's no water. Not even in the sink. Mr. Quint explains that they have a broken pump. And then he explains how to get the water, with a well and a pump. The pump they have is old. Then The Man explains that an electric pump sends it through a pipe to the house. And they go back to the city since it'll take days to get a new pump. When the go to the apartment, they don't see an orange flier. It says the plumber must shut off the water now. This means there's no water here, too. So George tries to get more water with a pipe.

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.

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 is on a city-wide smelling spree when he comes across Chef Pisghetti's kitchen. Chef Pisghetti is cooking a meal for a famous restaurant critic. Then George comes across some pasta the chef was cooking and had placed in a pot. He notices that it had been crisp but is now all floppy. George then decides that kitchens are magic and finds other things to place in the "floppification pot".

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 become the world's first untrained person to fly into space so he can deliver food along with several experimental capsules to the International Space Station. But the spaceship designed by Professor Wiseman's assistants Professor Anthony Pizza and Dr. Alvin Einstein is only designed for someone with four hands. So, George winds up being the world's first monkey in space. George is told that he must activate the system that releases the goods for the station at a certain point and that his spaceship is in an orbit around the earth so he will eventually get back around to the station.

George is having the time of his life playing with his toy boat in a large pond. After one day of playing, though he comes back the next to see his pond almost empty. George finds out that the water is being held back by a dam that was built by a family of beavers, and they will not let him play in their pond. So George gets the idea to build a dam of his own to make a new pond. He later finds out that water is just as important a part of a beaver's home as the dam.