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.
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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.
Blueberry and Huck turn the Baby Berrykins' favorite fairy tale, "The Littlest Berrykin," into a comedy play. They pitch it to director Plum and the assembled cast and crew using a large storybook. As Huck and Blueberry narrate the story, we push in on the book and its illustrations transition into animation. In the story, the King and Queen of the Berry Patch (played by Huck and Blueberry) are retiring to the tropics.
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.
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.
Blueberry is disappointed in the girls' lack of enthusiasm for the Patti Persimmon mystery novels, her favorite book series. She finds herself missing the company of her fellow Persimmon fan Huckleberry, and thinks up a great way to get him to visit. She invites Huck to co-write a story with her to submit to an online mystery magazine.. Huck eagerly accepts and comes for a visit.
Berrykins Ed and Earl report to Princess Berrykin and Strawberry that they are certain there is a monster in the berry patch! They saw something with many noses and many tails making weird noises in the bushes. But upon further investigation by Strawberry and her friends, it is discovered that friendly boy Huckleberry Pie was driving his pet-mobile of orphan dogs through the countryside, took a wrong turn and got stuck near Berry Bitty City.
Strawberry, Cherry and the girls form a new band, Strawberry and the Sweet Beats, and prepare to go on the road to perform at the Opening Ceremony of the Berry Big City Games! While master mechanic Berrykin Bruce turns Cherry's tour bus into the band's hotel-on-wheels, Strawberry and her friends pack for the big trip. But the rest of Berry Bitty City points out that someone needs to run the girls' businesses while they are gone.
It's another windy winter day, and the postal bees are staying indoors-the wind is too strong for their berry bitty wings. "We don't know when the next mail will get through!" It's bad news for Blueberry, who has been anxiously awaiting the next installment of a Patty Persimmon Detective story. If only she could get to the post office in Berry Bitty Dale where her package is waiting!
On a beautiful winter's night, Blueberry reads the Baby Berrykins a story of what happened one winter in Berry Bitty City-a winter that almost wasn't. Just as everyone is ready for winter fun and fashions, a sudden warming melts the snow and ruins their plans. Improvising with snowmen made of shaved ice and cotton puffs, Strawberry and her friends play "Capture the Snowman's Carrot Nose." The Berrykins want to join in the fun, so the girls play against them, with Strawberry refereeing.
With only a few days of summer left, the girls are about to enjoy their first vacation in their newly-created, tropical beach resort at Berry Bitty Lake, when who should descend upon them but Mavis Maraschino, the comically over-the-top "Entertainment Tonight"-style show host. Mavis has dumped her focus on fashions in favor of an even glitzier show called Lifestyles of the Berry Big Bitty Stars, and she wants her first segment to be about how pop superstar Cherry Jam spends her vacation.
It's the last week of summer and Berry Bitty City is hopping with activity as the girls prepare for their tropical island vacation at Berry Breezy Bay Resort. But just as they're about to leave, bad news: the resort is closed for the season due to berry breezy weather. The girls are disappointed, but Orange isn't giving up. She says if they can't go to the tropical island, maybe they can bring the tropical island here!
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.
Berry Bitty City is holding its first city-wide talent show! Hearing that it's the music students of superstar Cherry Jam, a talent scout from Big Bitty City plans to show up. Strawberry and her friends excitedly anticipate her arrival.
Cherry Jam is so enjoying staying in Berry Bitty City, that she calls her managers in Big Bitty City and informs them that she is going to stay for a much needed vacation! Strawberry and the girls are thrilled that she will be with them for a little longer, and they do all they can to make their guest comfortable. But Cherry doesn't want to be treated like a guest she wants to fit in and contribute to the community.
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.
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.
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 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.
Strawberry is at Orange's store to mail a birthday card to a friend in Big Bitty City. Just after she drops the card into the mail slot, an ill postal carrier bee sneezes sending envelopes and post cards flying in all directions. The two girls help Jadeybug, a postal clerk, and Postmaster Bee gather up the strewn letters and the ill bee gets sent home from work.
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