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- At seemingly a ordinary train station in a small American town, extraordinary things happen including a tiny man called "Mr. Conductor" who tells stories about Thomas the Tank Engine and his friends.
- Billy's nephew, Kit, comes to visit the station. He runs into trouble when he accidentally breaks the window of the signal house. Meanwhile, Schemer's baseball team is practicing for an upcoming game. Kit decides to join the team, but is having a lot of trouble hitting the ball and does not feel too good about himself. He has a talk with an old man named Max who gives him some good advice. Max resided alone in the signal house and was a former baseball player. He teaches Kit how to play baseball and is a great source of inspiration for the young boy. When Kit is falsely accused of painting on the baseball scoreboard, he feels rejected and decides to leave. However, Max manages to stop Kit's train from departing the station. Meanwhile, Schemer's team is playing against the Snarleyville baseball team. After Schemer learns that his nephew, Schemee, is conspiring with the other team, he takes him out of the team. Now that his team is short one player, Schemer becomes desperate to find a replacement player, and eventually gives the spot back to Kit. Thanks to Max's advice, Kit hits a home run to give his team the win. Kit's relationship with his uncle Billy is also revived.
- When Becky makes a wish, a cowboy painting on the mural comes to life. His name is Ned Kincaid, and he became great friends with Stacy Jones. No one knows that Ned Kincaid was just a fictional cowboy coming from the mural from many centuries ago. Schemer becomes jealous when no one pays attention to him so he decided to start a train full of passengers in order to impress everybody. Suddenly, the train started to move, so Schemer gets scared and he jumps out. The train is moving at high speed, but there is no driver. Ned Kincaid comes to the rescue and runs after the train on his horse. He manages to jump on the train and save everybody from a big accident. By the end of the day, Ned Kincaid disappears back into the painting in the mural. That evening, while Stacy is preparing to go home, a man comes to the station. To her surprise, the man is very similar to Ned and his family name is also Kincaid; he turns out to be the great-grandson of Ned Kincaid.
- Mister Conductor's sister visits him at the station. At that same time, Kara's grandfather, Harry, also comes for a visit. He builds a small race car for Kara and wishes that she would participate in the annual race. However, Kara has other plans and does not want to do everything that Harry wants her to do. Meanwhile, Mister Conductor gets very upset when his sister uses her magic to play tricks on people. During the day of the race, Kara thinks about how she has been unfair to Harry, so she decides to participate in the race at the last minute. Unfortunately, a wheel on her car breaks. Sister Conductor decides to help while she and Mister Conductor fly on a plane and they drop a useful tool in Kara's pocket. Kara uses the tool to fix her car, and she manages to win the race. At the end, she dedicates the trophy to her grandfather.
- It's Christmas at Shining Time Station. Stacy Jones is busy helping passengers, Schemer tries to win the role of Santa's helper for the Indian Valley Gala Holiday Pageant, Mr. Conductor tells the kids a story about Thomas the Tank Engine and his friends and helps them deal with a bratty kid, while a kind old passenger, Mr. Nicholas, arrives and brightens the holiday for everybody.
- A spin-off of the "Shining Time Station", featuring the character schemer. The character attempts to deliver a number of lessons, but sometimes needs assistance from his friends.
- Thomas the Tank Engine's first music video.
- The Jukebox Band from Shining Time Station are explored.
- Schemer wants to turn Harry's workshop into a snack bar. He learns that the workshop is very important to the station when his jukebox breaks down and seriously becomes aware that Harry cannot mend the jukebox if he does not own the workshop.
- Stacy Jones reopens Shining Time Station, after being closed for several years.
- Felix Perez organizes a concert. The kids rehearse with instruments, Schemer does a rap song, and Billy sings a folk song.
- Mister Conductor sits on the information booth, making an entry in his diary. He views three cows grazing in a farm's field on his way back from Doodle Haven, and asks about the reason a cow's milk being white and not green like the grass they eat. In addition, Mister Conductor asks if fish sleep as he writes the question into his diary. He ends the entry by writing that these are private questions are only intended for the diary, and then vanishes. Schemee uses walkie talkies to sneak on everyone. He also reads Becky's mail and turns the station upside down looking for toys.
- Kara, Becky, and Mister Conductor time travel to get a missing part for a lantern. They meet the grandparents of Stacy, Schemer, Billy, and J.B. King and end up learning how "Shining Time Station" originated its name.
- Stacy establishes a new strict of rules at the station as part of J.B. King's advice, but she forgets about her friends.
- Kara accidentally breaks the teapot of Stacy's old tea set when Schemer sneaks up on her. Stacy, knowing how valuable it was, is upset about it.
- The kids enter a drawing contest. Becky does not like the way her picture looks, so she asks Mister Conductor to use his magic to draw her a nicer picture. Schemer steals Billy's ink to draw a self-portrait, but finds out that it is disappearing ink. At the end, Becky learns to appreciate her original drawing and she wins third prize.
- The local dump has closed down and Shining Time Station is full of rubbish. It's lucky that a garbage train has pulled up on track four.
- Schemer finds Ginny's lost dog and gives it to the kids so he is temporarily taken care of by them.
- Mister Conductor has a cold, but still wants to go to the South Pole and visit his penguin friends.
- Matt wants to read a book, but Tanya wants him to play. They get into an argument. They subsequently learn that they can do different things and still be friends to each other.