It's school dance time, and the Ross family pulls out all of the stops to score dates. Meanwhile, Jessie helps Bertram prepare for his first solo at the Metropolitan Opera.

When Mom comes home, Jessie heads to L.A. for a role in a movie. But when the kids realize that they still need her, they follow her to Hollywood!

Luke asks his adoptive mom, Christina, for information about his family history after he is assigned a report at school.

The Ross kids become concerned that history is repeating itself after a scary old doorman tells them a building legend about a nanny who did “something terrible” to the kids in her care on Halloween. Meanwhile, Jessie and Tony work together to crash an exclusive Halloween party so Jessie can give her short story to a famous magazine editor.

Creepy Connie returns with a sidekick, Mackenzie. The two play a cat and mouse game as they vie for Luke's affection.

When Teddy Duncan (Bridgit Mendler) gets accepted into a college in New York City, she goes to New York, alongside her brother P.J. (Jason Dolley), and meets up with Jessie. When a blizzard traps P.J and Teddy in New York City, Jessie and the Ross kids try to get them back to Denver the rest of the Duncan family go and get them as well. Meanwhile in Colorado, Gabe (Bradley Steven Perry) is being a scrooge.

Parker and Joey, Jessie and the Ross kids plan a tropical Christmas at the family's Hawaiian villa where Jessie reunites with old friend and superstar, Shayelee Michaels.

Zuri must get back a cherished toy that Jessie passed on to her after she trades it to a toy collector. Luke and Emma prepare Bertram for a Salsa dancing contest to win his crush's heart.

When Jessie's dad invites her out to the military camp to visit, Jessie and the kids embark on what should be a pleasant vacation, however when they arrive Jessie is shocked by some news her dad reveals. Not only that Jessie also meets her long time rival Darla again whose younger brother Caleb takes a shine to Emma. Emma and Caleb try to make their relationship work while Jessie and Darla do everything they can to try and break them apart.

While trick-or-treating, Stuart warns the Ross kids about a ghost named Abigail. Then, at a masquerade party, Jessie meets a mysterious, masked boy who she falls for.

Jessie directs a play she's written and casts Luke as the male lead; the play is a love story, and 'Creepy Connie' is the female lead. Meanwhile, Zuri job-shadows Bertram for her school report.

Jessie gets her big break as a stunt double to popular Australian actress Shaylee Michaels and the two become fast friends. But chaos ensues when the movie’s director and Shaylee’s boyfriend, MCD , asks Jessie out on a date. Meanwhile, Emma helps sneak Zuri’s pet zebra into the penthouse.

Jessie and the Ross kids meet Tony's family.

Jessie and the kids are excluded from the building Halloween party. They throw their own party, which is interrupted when Emma and Luke become possessed by evil spirits.

Jessie races to make sure the Ross kids make it to school on time, but there are many bumps along the way.

When Jessie lands two VIP wristbands to Emma and Zuri’s dream concert, the girls compete to be her guest. Meanwhile, Bertram becomes infatuated with his new talking coffee maker.

Jessie hits it off with a new guy she meets in the park named Brooks, unaware that he is Ms. Chesterfield's son.

Jessie and Bertram are left in charge of bringing the Christmas spirit to Ravi, Emma, Luke, and Zuri. Lukes wants to kiss Jessie under the mistletoe. At the toy store, Jessie, Emma & Luke get caught in Toy Jail. But when their parents are stranded because of a blizzard, things go wrong. Zuri tells Ravi about Santa and Ravi gets petrified by him. The parents make it home for Christmas and Luke quickly kisses Jessie.

Jessie and Zuri go on a train ride. Emma and Ravi get left at the station. Bertram and Luke hunt a spider.

It’s a big night for Jessie and the kids when Emma manages to steal Austin Moon’s shoe during his performance at Times Square on New Year’s Eve and Bertram manages to lose Zuri in the massive crowd. Jessie seizes the opportunity to show Austin and Ally some of the songs she has written. The Austin & Jessie & Ally All Star New Year crossover starts on Austin & Ally S02E06 Big Dreams & Big Apples (I).

Jessie is excited when she and the Ross kids are invited to participate in a reality show.

Jessie believes Connie, a math tutor she finds for Luke, will be the perfect scholarly influence, not realizing Connie is obsessed with Luke. Connie asks Luke to a Harry Potter dance, and Jessie forces him to accept. Jessie soon realizes that Connie really is a creepy stalker and tries steering her away from Luke. In turn, Connie steals Luke's beloved stuffed animal, Kenny the Koala, in order to make Luke go to the dance. Once Jessie tells her that Luke has read none of the Harry Potter books, Connie, horrified, declares her love for Luke dead, and leaves. Meanwhile, Ravi is convinced that he can predict the future with his Mystical Eye-ball Application on his tablet.

Emma gets upset when her friends gravitate to the new girl in school; Ravi helps Luke with a project about India.

Jessie offers to help Zuri earn scout badges during a camping trip to Central Park. Luke convinces Ravi that lying is a super power.

At a slumber party, Luke calls Jessie to pick him up because he misses Kenny, With Jessie's guidance Luke decides that it’s time to give up Kenny his stuffed koala, so he tries to spend one night without Kenny and gives him to Jessie to take care of. He was probably able to make it but when Jessie tried to give it back to Luke she ended up dropping him into traffic therefore cutting his arm and head off off but Stewart thinks he can fix Kenny by performing emergency surgery.