Quando um imprevisto faz com que a viagem anual da família seja cancelada, Sydney precisará enfrentar suas lembranças do passado e redescobrir seu verdadeiro amor pelo Natal.

Syd está animada para se juntar à primeira equipe de esgrima de meninas da escola, mas logo descobre que é mais do que ela esperava.

As meninas fazem um pacto para ir ao baile da sétima série sem datas. Sydney então se vê em apuros quando Ned a surpreende e a pede para dançar.

Depois que Sydney está de castigo por estar atrasada para o toque de recolher, ela não pode ir ao Museu de Bolos Pop-Up com Olive e Sophia.

Depois de uma visita ao aquário, Sydney não para de pensar na poluição do oceano e organiza um protesto na escola para proibir o plástico.

Depois que o primeiro período de Sydney chega de forma inesperada, lhe causando um acidente na escola, ela fica com receio de ser constrangida durante a apresentação de bandas, uma vez que o imprevisto pode se repetir.

Sydney entra no concurso de composição de um astro do pop.

Syd e Olive acidentalmente destroem uma exibição de arte.

Sydney feels torn between spending time with her friends and her fencing teammates. Can she be friends with both groups … or will she have to choose one?

Max is excited to be honored with The Heart of Portland award for his philanthropic work. But things go awry when Max's dad, who he's not on the best terms with, comes to visit.

Max is worried when a new smoothie shop creates competition for Reynolds Rides with their new flamingo drink.

With only one month left in seventh grade, Sydney and most of the four amigas are excited, but there's a hiccup when the girls learn that Emmy is failing history and might not pass.

On the last day of school, Syd reads through all the notes in her yearbook, and notices an anonymous note from someone confessing that they have a crush on her.

On the Fourth of July weekend, Max surprises Sydney, Olive and Sophia by renting the lake cabin where he spent his best summer in as a kid.

Sydney hosts a slumber party with all of her friends, but the night takes a turn when a group selfie sparks a fight among Emmy and Sophia, and they must help them reconcile.

Syd, Olive, Sophia, and Emmy are excited that their design for the float honoring brave women was chosen for the annual Portland Parade, but she must come to grips when the girls and their mothers begin to disagree with each other.

In trying to help Olive stand up to her brothers, Sydney learns sibling dynamics are more complicated than she thought.

Syd finds out her childhood best friend, Harry, is moving back to Portland. When Olive meets Harry, she thinks Harry is the perfect match for Sydney.

Grandma Judy gets to meet her favorite rock star, Davey Rogers.

Sydney is turning 13 and sets out to plan a sophisticated birthday party. Her plans remind Max of when he tried to organize his own surprise party for his thirteenth birthday back in the 90s.