"Excited about the Fall Fair, the Ponysitters are busy with a multitude of preparations. The Fair also brings out a competitive nature in some of the contestants, but nothing works better than teamwork. Unfortunately, Isabella will be in her native Brazil during the Fair but she helps Skye out before she leaves. This is Skye’s first year competing in the Obstacle Challenge with her horse, Puzzle. The other Ponysitters do whatever they can to help her train, so she feels confident enough to ride. She faces another challenging obstacle of her own, her dyslexia, and she struggles but tries her best to fill out the necessary entry forms to compete. Shelby is also competing, and although she is a more seasoned rider, Skye feels confident that she can beat Shelby and win. While Skye practices for the Obstacle Challenge, Olivia is judging the Animal Showcase where the participants include Trish with Speedy, Billy with Gary the goat, and Bianca with her dog Duchess. Convinced she will win, Bianca is disappointed when she finds out everyone gets a ribbon. Meanwhile, Kyle is training a guide dog to help him with everyday tasks that most take for granted. His new companion will help him dress, pick up items and generally help Kyle when he needs it. Cameo is the perfect addition to Kyle’s life. He arrives at the Fall Fair just in time to see Skye win the Obstacle Challenge. Just like every year, Grandpa enters the pie-making contest along with his rival, George. This year, Ethan has also entered and is learning the necessary skills to master pie-making from Grandpa and George. Unfortunately, their rivalry reaches new heights and gets the best of George and Grandpa until they realize that the only way to have something presentable for the competition is to work together. Although there were many unexpected challenges, avoidable blunders and bruised feelings at this year’s Fall Fair, teamwork, selflessness and positive thinking prevailed.