Chloe Zoe is starting kindergarten! Full days of school for a full week. Chloe Zoe has a new backpack and matching lunch box and is so excited to see her best friends Mary Margaret and George. On the first day of school, Chloe Zoe discovers Mary Margaret is in a different kindergarten class. Will kindergarten be any fun without her best friend?

Chloe Zoe is starting preschool today, but she's a little nervous. What if she doesn't like it? Mommy tells her that she will get to sing songs, read stories, and paint pictures. But Chloe Zoe isn't so sure. She'd rather stay at home and play with her little sister. Will Chloe Zoe discover how fun preschool is before the day is over?

Chloe Zoe's class is having a valentine exchange! Chloe Zoe made valentines for all her classmates, including an extra-special red-robot-cherry-lollipop valentine for her extra-special friend George. But when it comes time to hand them out, the special valentine for George is missing! Can Chloe Zoe and her friends work together to find the missing valentine.

Chloe Zoe and her friends are going to the big Easter egg hunt! Chloe Zoe wants to find the sparkling golden egg with a special prize inside! Everyone's Easter baskets are filling up except Mary Margaret's. So Chloe Zoe and friends work together to help fill her basket. But when Mary Margaret finds the sparkling golden egg, Chloe is upset! What will the trio find when they crack the egg open?

It's Thanksgiving and that means Grammy Ella is visiting for a whole week! Chloe Zoe gets to be her sous chef and help bake Grammy Ella's famous pumpkin pie. Grammy Ella lets Chloe Zoe gather all the spices for the filling but when she accidentally mixes them up the pie turns out awful. Grammy Ella reminds Chloe Zoe what's important about Thanksgiving isn't the food, but being grateful for being together.

On his first day of school, Brown Bear is worried—until he realizes that he knows what to do. Brown Bear is nervous. Today is his very first day of school. What if his classmates don't like him? What if he can't hear the teacher? What if he doesn’t have the right clothes? His mother does her best to reassure him but it isn’t until Brown Bear learns that he can do things for himself that he relaxes and helps his friends, too.

Pete and Gabby are bored so they go in search of something to do. When they come across a school, they know it must be fun! The two bear cubs prowl through the school and wreak havoc in the music room, art room, gymnasium, and the cafeteria before having to be escorted back to the campground by the ranger. It turns out that school is a very fun place!