Strawberry Shortcake and her friends stand up to Crabapple Jam to return the Berryworks back to its former glory; finding a loophole in the new rulebook, the berries concoct a plan to outwit and outbake Crabapple Jam.
Blueberry's mom accidentally double books her slumber party with her brother's, and Blueberry's trust in the universe is put to the test as the night gets taken over by his antics.
Crabapple Jam asks Strawberry to make a strawberry shortcake, a task so overwhelming that Strawberry runs away; with Raspberry and Orange's help, Strawberry can face her fears and give it her best shot.
Despite their hard work, Strawberry and Orange struggle to perfectly land their roller-skating routine, until Blueberry roller-skates in to help and shows them the perks of going with the flow.
It's Winter Swirl and Strawberry is excited for their Secret-Swirl Gift Exchange until she draws the names of two berries that are impossible to please.
Tricked by Crabapple Jam, Strawberry loses a spot in a special Kiki KeyLime event. Given the chance to get back at Crabapple, Strawberry questions if she needs to stoop to her level to make it as a baker.
When a comic book convention arrives in Big Apple City, Orange wants Strawberry to be the Guava Girl to her Tangerine Smash in a Cosplay Competition; worried she'll disappoint Orange, Strawberry enlists the help of Sour Grapes.
The day of the Big Apple City All Skate Competition is here, and it's the moment Strawberry, Blueberry and Orange have been training for; they're ready to win the competition, but a surprise throws their routine off.
More of a go-with-her-gut kind of berry, Blueberry struggles when Genoise Lacreme asks her to make spumoni ice cream exactly like her Bisnonna's recipe; unable to get it right, Blueberry loses confidence.
When Aunt Praline is nervous for her Sweetie Pie Date, Strawberry and her berry friends help her gain back her confidence with a practice date, but it goes as smooth as chunky peanut butter.
An unexpected delay causes Strawberry and her friends to get stuck on the Funnel Cake Train; with delay after delay, and everyone's plans for the day ruined, Strawberry makes the most of their situation to make everyberry feel better.
When Lime loses a tooth at her slumber party, the berry friends are surprised to discover Blueberry's fear of the Sweet Tooth Fairy; proving there's nothing to be afraid of, Lime, Strawberry, Orange and Lemon promise to stay up.
Crabapple Jam surprises Strawberry Shortcake and Raspberry Tart with a series of baking challenges to find out which of the berries is the better baker, but Strawberry's not sure what to do.
In a game of Donuts and Drawbridges, Huck, Bread, and Plum set off to return golden sprinkles to Strawberry, the baker of House Shortcake; together, as a knight, sorcerer, and archer, they journey to the magical kingdom.
It's game night at Strawberry's, and Raspberry Tart is less than thrilled when Strawberry unveils her complicated game, The Berryville Trail; Raspberry doesn't consider herself a gamer, and settles in for a very long night.
Crabapple Jam leaves Cherry and Cheese in charge to ensure the berries follow her new rules exactly; but with one ridiculous rule after the other, Raspberry Tart puts her foot down to help her friends.
It's a not so relaxing day by the pool when the berries have different ideas on what it means to relax; Lime and Blueberry want to chill by the pool, while Strawberry and Orange want to dive right in.
Crabapple Jam makes an announcement that threatens life at the Berryworks forever; Crabapple promises Strawberry a bright future as a baker, but at the cost of leaving her berry friends behind.
Strawberry and her friends find themselves fired from the Berryworks as Crabapple Jam transforms it into her very own Crabappleworks; but, despite their not-so-fantastic circumstances, all is not lost.
