Driving cross-country, Ray and his wife and daughter stop at a highway rest area where his daughter falls and breaks her arm. After a frantic rush to the hospital and a clash with the check-in nurse, Ray is finally able to get her to a doctor. While the wife and daughter go downstairs for an MRI, Ray, exhausted, passes out in a chair in the lobby. Upon waking up, they have no record or knowledge of Ray's family ever being checked in.
Jenna Hudson and Kevin Jenner are polar opposites working for the same online publication in New York City. With both having nowhere they want to be for Christmas, they volunteer for a special writing assignment. After a snowstorm forces their plane to land in none other than Santa Claus, Indiana, the two are placed in a Christmas Wonderland and the focus of their story shifts to saving the historic town inn run by Carol and Christopher Winters. As the two overcome their differences, they also rediscover the magic of Christmas. But with the inn's fate in jeopardy and the return of someone from Jenna's past, Carol and Christopher lend a helping hand to bring Jenna and Kevin together.
Over the week leading up to Christmas in the town of Bayside, Charlotte tries to capture her own unique style in the local art scene while also helping her mother, run the family restaurant. Disheartened and struggling to find time for her art, Charlotte throws out her latest painting, only to discover that it has been anonymously submitted to the Christmas art festival. It turns out that Wyatt, a visiting artist, stumbled upon her discarded work and is now using the festival’s exposure to find its mysterious creator.
