Finding she has some free time one morning, Strawberry visits Berrykin Bloom who is filled with excitement over his new crop of Berry Bitty fruits and vegetables his garden has never grown so much produce! He can't wait to share his new crop (the perfect bitty size) with Berry Bitty City, so Strawberry volunteers to help him transport the produce to Orange's General Store.
With all the Baby Berrykins running around Berry Bitty City, Princess Berrykin decides to build a Day Care Center and playground. But she's worried because it's dull-looking - all grey metal and brown wood. She asks Strawberry whom might be good to help her out. And two names immediately come to her mind - Lemon and Raspberry! The Princess confesses she's always admired their sense of design and style.
Apple's rave review on her berryweb page of Strawberry's new dessert starts a booming mail order dessert business for Berry Bitty City. When Strawberry's stuffed-up nose makes her bake a bad-tasting cake, Apple, afraid the truth will hurt Strawberry's reputation, proclaims it's delicious. The fib snowballs when the Queen of Berryvania reads Apple's review and orders Strawberry's new cake for her ball.
Strawberry opens her front door to a throng of Berrykins all cheering for the new BerryFest Princess. She is appreciative of their admiration but unsure of exactly what her duties entail. In response the Berrykins bombard her with her duties - major to miniscule. One Berrykin sums it up by telling her she's responsible for presiding over all the activities of the BerryFest to make it the best.
When Huckleberry and Blueberry's Patti Persimmon-style mystery story is rejected by an online mystery magazine, Blueberry and Huck have to come up with a new way to raise support for Huckleberry's Hotel for Homeless Pets back in Berry Big City. Strawberry suggests they hold a big dog show! Plum makes over-ambitious plans to display talents that her dog does not quite have, trying to teach him complicated dance routines.
Orange wants to spend the day teaching her puppy to fetch, but the frisky little gal doesn't seem to understand the "retrieve" part of the activity-as soon as she gets the ball, she runs out of sight and returns moments later without it. Orange gets a new ball and tries again, with the same results. Over and over, until Orange is out of balls. Puzzled and frustrated that she can't find where her pup has stashed them, she goes to enlist her friends to help her search.
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.