When the new girl, Sarah Witney arrives at Horseland, Chloe and Zoey are eager to meet a fellow wealthy girl. However, Sarah just wants to make friends with the nice people (and horses) of Horseland, and so does her horse, Scarlet. The rest of the gang judge Sarah before they meet her because she's rich, after which Sarah decides that maybe she just doesn't belong at Horseland. Eventually, the others decide to give her a chance and everyone becomes good friends.

lma Rodriguez thinks she is too good to practice for the upcoming Huntingfield Downs horse show, because she feels she is the 'best' jumper at Horseland. However, the course is changed at the last minute and Horseland doesn't do so well in the show. In the end, Alma learns a lesson about the importance of trying her as well as the importance of practicing. Eventually, Chloe Stilton wins the show for Horseland because she actually practiced the routine.

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.

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.

Everyone except Bailey goes on a trail ride, and Chloe and Zoey are assigned the job of putting out a forest fire. Unfortunately, they don't do it well enough and accidentally cause a forest fire.

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.

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.

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.

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.

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. .

Bailey is picked to be lead rider for an upcoming show that Horseland is performing. Everything runs smoothly until Bailey yells at Alma for constantly messing up and continues to bark orders at everyone like a dictator. When a storm hits, the kids quit for the night, but Alma continues to practice so she won't upset Bailey. Unfortunately, the storm spooks Button which causes her to run off with Alma in tow. Bailey and Sarah must now work together to go find her, and Bailey has to figure out how to lead a scared Alma and Button back to Horseland without scaring them any further.

Sarah's blind cousin, Mary, comes to Horseland for a visit. Sarah is busy training a new horse so she lets Mary take care of and ride Scarlet while she is visiting. Bailey, Molly, and Alma are concerned with leaving her by herself, so they constantly follow her around offering to do everything for her. However, when the four of them get lost on a new trail at night, they soon begin to understand that Mary is not as helpless as they think she is.