Willa decides her hard-working Dad could really use his own special day to do all the things he really likes. Unfortunately when her animal pals pitch in to help, she winds up making a really big mess. Willa's Dad's Day isn't quite as happy as she planned. / When Willa tries to earn money to buy a cool new hair accessory, she does a series of chores and odd jobs. As each one backfires Willa winds up not earning, but owing money until her animal friends help her out.

Willa's fear of going to the doctor accidentally winds up making Tiny the Elephant afraid to go to the Veterinarian. And since he's got a bad case of stuffy trunk, Willa has to act brave and show Tiny how much 'fun' she has at the doctor's, by taking her scardey-phant along with her. / When Willa accidentally overhears her Dad planning to send something far away to Hong Kong, her animals misunderstand and think the "something" might be them. The critters try to make up for their past misdeeds to Dad and only make things worse.

Willa and Dooley take their first walk alone to the corner store. Gus is worried about the imagined dangers that await Willa in the outside world. KoKo and the elephants shadow the two, creating such a ruckus Willa sends her animal pals away while Dooley walks on. Now Willa must complete her wild walk... all alone. / When Willa puts Steve and Edie in a dog show to prove to the cool chicks that her animals are just a great as dogs,their show stopping musical number saves the show and Willa realizes her animals don't have to win a contest to prove they are the best.

When Willa is struck with stage fright, she rehearses the school play with her animals and with her new found confidence helps Evelyn, the star of the show, overcome her own stage fright. / To prove to Dad that she is old enough to go camping, Willa and Dooley are determined to camp out in the backyard until they are rained out and find comfort in the inside camp made by her animal friends.

Willa joins three clubs, and when she realizes that all three activities are happening on the same day she enlists the help of her animal friends. The events turn out disasterous and Willa lerans that she cannot be in more than one place at the same time and the best place to be is with her animal friends. / When the cool chicks decide to have a cool kid party, Willa desperately wants to be invited. So she offers free elephant rides for the party, which they can have at Willa’s house! Soon all the animals pitch in to help Willa put on the coolest party ever! But when the girls insult her animals and her efforts, Willa realizes there’s a price to being cool.

Willa gets a stuffed toy bear from her grandma that has a cute outfit, dances and even “speaks” Russian. Bert, her real bear, gets so jealous he can’t even do what he really loves - sleep! So Willa tries to make Bert feel better by taking him everywhere she takes Buddy – which creates havoc at her school, the park and even at home. / When Willa recruits her animals to raise money for her school garden, she gets caught up in winning the prize for the most money raised and forgets to consider her friends feelings and what the money is really for until she sees how selflessly Dooley is working at the school and shares her prize with him.