When a new boy, Jesse, comes for an extended visit to Horseland, Bailey is overjoyed to have a boy his own age to hang out with. When he starts neglecting his friendship with Alma, Molly, and Sarah, though, tension grows. Chloe and Zoey, always jealous of his relationship with the other girls, go out of their way to ensure that much of his time is spent with Jesse. When Horseland is chartered for the Birthday party of the annoying Ethan Simon, though, the friends must get back together to organize the party.

Zoey finds an injured bluebird in the Horseland Greenhouse. She tries to nurture it back to health, and forms a bond with it. Despite her attachment to the bird, though, she fails to see that keeping such a bird caged is bad for a wild animal.

Alma accuses Molly of spreading malicious gossip about Sarah, even though it is not true. The friends become divided, and give Molly the silent treatment until the truth is revealed.

The Horseland gang discovers that their beloved meadow may be used as a construction sight, and vow to stop the development.

Alma,Chloe and Zoey strike a deal: Alma will be more competitive during an upcoming show jumping competition if Chloe and Zoey will be nice. When Alma has to face a rude super-competitive rider from Horseland's bitter rival, Stanhope Academy, though, she's not sure that being untrue to herself is such a good thing.

When Molly takes a bad fall, she puts off getting back in the saddle again. When Sarahs horse Scarlet comes down with a potentially deadly illness, only Molly is available to ride to get help, and she must finally face her fears.

An elderly horse teaches Chili about a horse's innate herd instinct, a form of magic, and how it is beneficial for the whole group of horses.

Fed up with Zoey shirking her responsibility of cleaning out Pepper's stable, Alma decides to trick her by saying a bracelet Zoey lost is in the stable and she'll have to clean it in order to find it. Later, on a hike, Alma spies a wolf, but nobody believes her because of the way she lied to trick Zoey earlier. Alma returns to the spot she saw to wolf to get proof, but Button is scared away by the wolf, leaving Alma to fend off the wolf by herself.

The girls are given the task of learning lateral dressage and Sarah is especially determined to learn it. Rather than take it slow, she pushes Scarlet and herself to the maximum and ends up spraining Scarlet's leg during practice one day. Convinced that Scarlet is unable to learn it, Sarah decides to give up her determination; but when her and her friends are stranded in the middle of a river during a fierce thunderstorm, Sarah realizes that her determination may be the only thing that can save them.

Chili's idol, a famous racehorse named River, comes to stay at Horseland. However, River is retired, causing Chili some concern.

Bailey finds a lost puppy, Cubby, and decides to adopt him. However, both Alma and Shep begin to act abnormally and, as usual, something's afoot.

Twin baby foals come for a temporary visit at Horseland while their mother recuperates. The kids lavish much of their attention on the adorable foals, making all the horses, especially Calypso and Aztec, jealous.

Sarah and Alma try to convince the constatly bickering Stilton twins to tell each other "I Love You." Their plan fails until the two try to cheer their sister up, while at the same time sacrificing what they hold dear. A classic "Gift of the Magi" story.

Chloe lies to everyone about jumping over a parallel oxer so she can impress Bailey. Her fib succeeds in impressing him, but it soon escalates to the point where reporters come to Horseland for a meet to watch her make the jump, since it is rare that such a young rider can perform it. Chloe decides to practice the jump the night before the competition, but Chili sprains his leg during the process. The next day at the meet, Chloe must either come clean with her lie, or attempt another jump and endanger the lives of both her and Chili.

Mollys friends from the city want to watch Molly compete, but Molly is worried that they will embarrass her because they wont know how to be good spectators. When they miss the bus stop, Molly drops out of the competition to go find them, and to her surprise, her Horseland friends not only drop out to help her - they love her city pals.

When Alma discovers that her pen pal, Alexander, is going to visit Horseland, she's worried that she won't be good enough for him. Chloe and Zoey attempt to help her prepare to impress him, but their plan backfires. The two end up making amends and becoming friends at the end of the episode, after a landslide endangers Alexander.

A once-wild horse named Puma comes to Horseland, and talks of his life in the wild. This makes Aztec also want to run away and be free. He sneaks away at night, but comes to find out that life away from civilization is a lot harder than he expected. Meanwhile, Bailey is distraught with worry for his beloved horse. Eventually, the two are reunited, and Aztec decides that he prefers life at Horseland. Meanwhile Sarah is at Stand Hope riding school but later decides to stay with her friends.

Chloe and Zoey are thrilled to be able to run Horseland's website, but their reporting rarely sticks to the truth, and rumors are spread. They don't think anyhting of it until the Animal Health and Safety Department shows up and threatens to close Horseland down.

Molly gets her first cell phone, and loves it. But can she stop chatting long enough to care for Calypso and spend time with her friends?

When her friends tease her about her weight, Pepper becomes worried and goes on an unhealthy crash diet.

Molly invites her friends from the city to watch her perform at an upcoming competition and to meet her friends at Horseland. However, she is afraid that they won't like each other due to the fact her city friends are all about goofing off and having fun while her friends at Horseland are dedicated and serious about work. When her city friends become lost on their way to the competition, Molly drops out of the competition in order to find them, with the help of her friends at Horseland. .

While the other members of Horseland vie for a broadcast internship, competing fiercely with each other, Sarah tries to re-train Diablo, a stallion injured in a jumping accident for her friend Madison.

After Pepper is injured during a competition, Zoey turns her back on her and starts avoiding her after hearing about a horse having to be put down after it is injured. Pepper becomes depressed and unmotivated to get better and ride again when Zoey stops coming by to see her, which only adds to Zoey's fears about losing her. Zoey then gets a new horse to ride, because she thought Pepper was goig to die. It's up to the rest of the Horseland gang to reunite both Zoey and Pepper before the two give up on each other, and their lives at Horseland, for good.

Sarah, Alma, Molly, and Zoey are assigned to doing musical kur for an upcoming competition, but Calypso struggles with learning the routine. Worried they will mess up during the competition and embarrass her and Pepper, Zoey attempts to get Molly to drop out by convincing her that Sarah and Alma plan to drop her from the routine anyway. Unfortunately, Molly takes it as a sign nobody wants her around Horseland anymore and plans to leave the ranch forever. Then Sarah and Alma find out what Zoey did, and even though the show is about to start, they go find her, compete in the show (in which Calypso finally learns the routine), and teach Zoey a lesson.

The Horseland gang goes on a trip to France for a riding exhibition. Sarah's father encourages her to befriend the daughter of one of his friends, an Indian girl named Simbala. Both girls worry that the other won't like them, and a few mishaps seem to confirm this. When the pair falls into an underground cave, though, they discover that they are more alike than they are different.