Timothy Goes to School - Season 1

All of Fritz's messes conveniently get blamed on the Mess Fairy. This arrangement works out great for Fritz until he accidentally splatters paint on Timothy's treasured collection of shells. Fritz feels bad and decides it's time that he begins to own up to all the messes he has caused and pledges do his very best to clean them up. / The children enjoy a day of games and races at the school picnic. No one cares if they win or lose. No one except Claude and Grace. They have to win every time. Until the last Obstacle Race. Everyone's a winner in this event. Everyone has fun. Everyone that is, except Claude and Grace. They just don't get it.

Nora doesn't like change. Today, everything is changing, her favorite shirt, her favorite breakfast, even Dad is repainting her room. Thankfully at Hilltop, nothing changes. However, when a surprise game of musical tables forces Nora to change her seat and sit next to Lilly, she learns new and interesting things, and begins to embrace change. / When it becomes clear that Charles enjoys spending time alone, he develops a reputation for being shy and nobody wants to play with him. He proves his classmates wrong however, when Timothy gets locked in the janitorial closet, and it is Charles who sounds the alarm and informs the teachers of the emergency, thereby saving the day.

Lilly loses everything, her pencil, her lunchbox, her scarf. Luckily, her friends at Hilltop rally around her and help her discover new ways of remembering things. / The Franks do everything together. When Frank One gets sick, Frank Two has to cope with his absence at school. At first Frank Two is uncomfortable without his brother, but as he gradually learns to do things without him and realizes he can have fun on his own as well.

Doris gets embarrassed when she paints a somewhat abstract picture in class and it doesn't look like anyone else's. Luckily she feels better when Mrs. Jenkins takes the children to a museum and Doris sees other abstract paintings that look just like hers. / Timothy is worried the Franks will think he is a baby if they find out he sleeps with a stuffed animal named Pingy. During a sleepover, Timothy does everything he can to hide Pingy, but is immensely relieved to find out that the Franks sleep with a stuffed animal as well.

Yoko plays her violin beautifully at home, but when the class builds a music tree for a school concert and Mrs. Jenkins suggests Yoko plays her violin at it, she develops stage fright. Thankfully, with the encouragement of her Mother and her classmates, Yoko overcomes her fear and leads the class through a beautiful spring symphony. / Timothy chooses Claude over Yoko in a team project because he thinks Claude will help him win a special prize. However, Claude doesn't let Timothy do any of the work and in the end, even though they win the prize, Timothy realizes he would have had much more fun partnered with Yoko.

Yoko chooses to plant a cherry blossom tree for her spring project but becomes discouraged when her classmates finish their projects before her tree has even begun to grow. Just as she is about to give up, Timothy reminds her how hard she has worked and convinces her to give it another chance. / Grace wants to be the star of the Hilltop Talent Show. However, she is devastated when she hurts her ankle before the big event. Fortunately it turns out to be an excellent opportunity for her to discover that she can still make a valuable contribution by making the show run smoothly, as the director.

Nora's fear of big and scary prehistoric creatures is heightened when the class makes preparations to go to a dinosaur museum. Luckily, Timothy recognizes Nora's apprehension, and figures out a way to make the museum trip more fun and show her that dinosaurs aren't such scary monsters after all. / Lilly's reputation for forgetfulness prevents her from being chosen to look after the class fish. She proves everyone wrong however, when in the end she saves the fish's life.

After Timothy and his bike 'Red Thunder' win best all around bikemanship in the Bicycle Fun and Safety day at Hilltop, Timothy begins to believe he is a much more advanced cyclist than he is and feels he can do tricks that bigger kids can. However, when he tries to jump a ramp at the Frank's place and fails miserably, he realizes that perhaps he isn't as grown up or advanced as he originally anticipated. / It's puzzle day at Hilltop School, and there's a special surprise in store if the kids find all the pieces of a big puzzle, and put it all together - before lunchtime. At first the kids try to work individually, and not much gets accomplished. When Timothy realizes that time is running out, he suggests they all work together to finish the puzzle in time. Their team efforts prove fruitful and they discover that the finished puzzle is a picture of a big picnic lunch - just like the real one Mrs. Jenkins has laid out for the kids as the surprise.

Doris is in her element after a big snowfall and offers to be Lilly's snow-buddy since Lilly has never experienced winter before. When Doris wanders off to take part in a toboggan race, Lilly is left on her own to venture through the snow by herself. While trying to find Doris, she meets all of her other classmates, who show her fun and exciting things to do in the winter wonderland. When the two girls finally reconnect, Doris reveals how terribly guilty she feels about leaving Lilly on snow day, but Lilly doesn't mind - she has practically become a snow day veteran on her own. / Timothy's treasured friendship with Yoko becomes strained when Yoko begins rehearsing for a dance recital and has no time left for Timothy. Timothy is suddenly forced to find new ways to fill his time without his best friend. When Timothy succeeds in discovering interesting ways to occupy himself, it is Yoko who now feels left out. In the end, however, the two discover that their absence in each other's life only serves to strengthen their friendship.

Timothy finds it odd that Claude continues to make excuses for not taking the plunge during Swim Day at Hilltop School. However, it all becomes clear when Claude admits to Timothy that he is not very good at the sport, so Timothy takes it upon himself to teach Claude how to swim. / Timothy becomes anxious when he can't come up with a subject to teach everyone for a class exercise. The pressure mounts when all the other kids seem to be able to choose something with ease. Fortunately, while playing marbles with the other kids at recess, Timothy realizes that this is the very thing he can teach to the others.

The kids decide to separate themselves into a "boys only" Tree Fort Club and a "girls only" Sand Castle Club. After the novelty wears off, Timothy and Doris break the boredom by playing soccer together again. The other kids realize that it is just as much fun for boys and girls to play together as it is for them to play apart. / Everyone loves Mrs. Jenkins, so when she hurts her arm and is forced to miss school, they all decide to make her a get well card. That is, everyone except for Fritz. He decides to collect worms, bugs and leftovers for his teacher instead, much to his classmate's surprise. In the end, it becomes clear that the scraps he has amassed are for a bird feeder he has made for Mrs. Jenkins so she can watch the birds while she rests.

Charles is too shy for his 'In the Spotlight' presentation about leaves, so he tries to put it off. Timothy attempts to help him overcome his fear of talking in front of people, but Charles has a better idea - he'll get Timothy to talk for him. However, during the actual presentation, Charles gets so caught up correcting Timothy's translation that he forgets about his shyness and does the presentation on his own. / Timothy feels his friendship with Fritz is going to be jeopardized after Fritz announces he is moving away. At first Timothy is devastated by the news, but gradually learns how to say goodbye and, in the end, both boys realize that a long distance relationship can be equally as enriching.