It's been eight months since seventeen-year-old Emma left the quaint town of Briar Glen to attend boarding school in New York City. Now, she's back—and she's not alone: Her new boyfriend, Sam, has come to visit the most picturesque village in New England during the most magical time of the year.

But there's a chill in the air, and not just because it's winter. Emma's best friend, Aiden, isn't all too happy to see her after she left without so much as a goodbye. He and Emma have known each other since elementary school, and they used to do everything together. They even share a favorite drink: a peppermint hot chocolate from their favorite coffee shop, Cup o' Jo. This was where Emma first told Aiden she was thinking of leaving Briar Glen. It was also where Aiden had planned to confess his growing feelings for Emma — before she showed him her acceptance letter and everything changed.

With Emma back in the picture — and with a new boyfriend in tow — will she and Aiden be able to break the ice?