Strawberry and the girls excitedly plan to put on a "Story Time On Stage" musical play for the Berrykin kids: "Berryella and Prince Berry Charming," directed and choreographed by Plum, with musical direction by Cherry. Strawberry will play Berryella, with Lemon and Blueberry as her comically jealous stepsisters, and costume designer Raspberry as her Fairy Fashionmother.
With the summer almost over, Blueberry overhears Strawberry talking about a wonderful tropical island and believes her friend is going to surprise them all with a much needed vacation! Blueberry makes the other girls promise to keep the secret until Strawberry reveals the big surprise. Of course, even though they've promised to keep the secret, they can't help but try and suss out what the island's like from every little thing Strawberry does.
All of Berry Bitty City is excitedly making their way through the berry batch in search of the elusive Wanderberry. It is to be the dessert at the BerryFest Feast. Everyone is milling about searching for it on their own when Blueberry points out that the rules say the BerryFest Princess is in charge of the search. The girls turn to her for direction and she points them where she thinks the berry might be.
With the power completely out in Berry Bitty City, the girls go on a camping trip to be out of the way of the Berrykin work crews. Lemon is nervous because she believes there is a creepy creature in the forest (that she read about in a book Blueberry loaned her), and the girls get the nervous bug, but Strawberry turns their apprehension into fun by daring her friends to stay out in the woods the longest!
The girls are all gathered at the café. Strawberry is experimenting making applesauce from scratch with a mallet (and making a mess) while the rest busily make their own wrapping paper and bows for the annual gift exchange they hold in celebration of First Frost. Mr. Longface stops by and Strawberry offers him some fresh applesauce but he declines, as he doesn't care for it. He's only there for some tea and, being that he's new in town, doesn't know what the group is up to.
Friends from all over the world descend on Strawberryland to take part in the first Great Friendship Festival. Strawberry thinks the festival will provide a wonderful opportunity to see the world through different eyes.
"When the East Wind blows, it means your berry favorite dream will come true," or that's what Strawberry Shortcake's always heard and she believes it. Strawberry dreams of a world where she and her friends can grow better everyday. But when a poor berry crop puts a strain on the Strawberryland resources, it puts a strain on Strawberry's friends, too. And when the strain causes a falling-out among them, it's a nightmare for Strawberry Shortcake.
While sipping cider in Strawberry's café, the girls muse about how they cannot wait for winter to arrive. They list the various traditions they love about the season but the one they all agree on is the Glimmerberry Ball. Strawberry mentions that she doesn't think the café can hold the party this year because of how the town has grown. The girls decide to split up and search for a new location.
A fantasy episode in which Strawberry, Rainbow Sherbet, Blueberry Muffin, Coco Calypso, and Seaberry Delight imagine themselves as Mermaids, drawn into a grand adventure. Hearing about a fabled treasure of golden sand-dollars, they set out to find it.
Strawberry Shortcake travels to magical Holidayland with Honey Pie Pony, searching for the perfect presents to give her friends. A trip to the North Pole and a visit with Santa make this adventure truly wonderful, until a pile of melting snowballs turns Strawberry's carefully selected presents into a soggy mess. It all ends well, though, when Strawberry's friends remind her that the best gift of all is the gift of friendship.
Blueberry has become obsessed with the mystery book detective heroine, Patti Persimmon. She decorates her store with Patti posters and rearranges her shelves to make room for all the Patti books she's ordered. Blueberry begins to neglect outings with her friends and even goes so far as to dress like her idol just to emulate her. She then starts looking for cases to solve around town.
Overhearing Blueberry reading a story to the baby Berrykins about the scary Galumphalot, Orange is uncharacteristically shaken. She determines she doesn't want anything scary around her, just relaxation. But while the girls are having a hair-styling party at Lemon's salon, a malfunction at the BerryWorks causes the whole town to go dark. And Orange begins to get really anxious.
All of Berry Bitty City is excitedly making their way through the berry batch in search of the elusive Wanderberry. It is to be the dessert at the BerryFest Feast. Everyone is milling about searching for it on their own when Blueberry points out that the rules say the BerryFest Princess is in charge of the search. The girls turn to her for direction and she points them where she thinks the berry might be.
All of Berry Bitty City is gathered around to watch the last snowberrykin melt. As the last bit of snow forms a puddle, a cheer goes up, spring is here! It's now time for the annual BerryFest. But with Princess Berrykin out of town on business, who will be the BerryFest Princess and preside over the festival?! Everyone is abuzz with how to go about choosing the Princess and what her duties will be. Postmaster Bee declares the only fair way to go about it is to hold an election. Everyone agrees.
Plum decides to hold a dance recital at Strawberry's Café Cabaret stage and sends out a stack of invitations. She forgets, however, to check the sign-up sheet at the Café and schedules it for the same night as Blueberry is scheduled to read to the baby Berrykins. Strawberry tells Plum she cannot hold the recital in the Café on her chosen day because the Café is booked.
While at Orange's general store to pick up a package, Berrykin Bloom chats with Orange about the pogostick he gave her to help her reach the upper shelves. She is very appreciative. He ends up getting a package of special berry seeds he ordered, not the vacation magazine Orange thought he came for. He explains how the seeds were a better purchase because of all the benefits to the Berryworks but now he can no longer afford a vacation.
While rehearsing a song alone in her cafe, Strawberry is interrupted by the arrival of Jadeybug. The poor ladybug is stressed out because her twin cousins, Kadiebug and Sadiebug, left her a message that they are coming to visit for a whole week. Jadey is unable to host them because she's having her guest room repainted.
Blueberry ordered some Zippy Gro daisy seeds and planted them in her garden. She is surprised that they've sprouted in less than a day despite their descriptive moniker. Strawberry comes by to admire them and Blueberry is reminded that the new cookbook Strawberry ordered has arrived. Strawberry is excited to try out the new corn muffin recipe, as its level of difficulty will be a challenge for her. Strawberry follows the muffin recipe, mixes the ingredients, and double checks it.
It's a busy day at Lemon's salon, a charming place that is more than just a hair salon it's one of favorite places for Strawberry and her friends to relax and socialize. All the girls are getting their hair done for the gala grand opening of Mr. Longface's new lawn-bowling and croquet club. They're spirited and laughing and chatting and having a great time, as Lemon runs from one of her friends to the next, doing hair and nails, serving tea and cookies.
Strawberry Shortcake's friends watch her with wide eyes as she everrrrr-so-gently squirts a layer of blueberry smoothie into a tall glass, trying to not disturb the five other multi-colored layers beneath it. It's her tenth attempt to create the world's first Rainbow Smoothie! She has even painted one wall of her café rainbow colors in honor of the soon-to-be new item on the menu. No one dares breathe for fear of spoiling the delicate touch of a master smoothie-squirter at work.