Heidi heads to the Heidelberg Christmas market to sell her hand-painted ornaments. While there, she falls for a local artisan who helps her reconnect with her lost heritage.

In 1958, Maggie is an heiress from Philadelphia who puts her high-society wedding plans on hold in order to sneak to New York City and make her secret dream of dancing live on stage in the Christmas Spectacular at Radio City Music Hall come true.

Violette dreams of Broadway, but lands a singing waitress gig at Fiore's. Her Christmas Eve duet with Alex, who resents her connections, could be her big break. As they rehearse, Alex's cousin Brad, with Alex's secret help, woos Violette. Alex develops feelings too, creating a messy love triangle that jeopardizes their shot at stardom.

Stella designs hats and fascinators for socialite Rosalind and meets her son Christian who's training a horse to compete in the Louisville Derby.

A charitable and spirited Newport socialite in 1905 finds out her father intends for her to become engaged to a man she’s never met at the upcoming Christmas Eve ball. When she wishes for a different life, a man appears — and she somehow time-travels to 2025.