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.

Cara, a women’s magazine writer, who gets burned by her boyfriend on New Years’ Eve, decides to go on a dating detox. Challenged by her employer to write about it, she hopes a spontaneous ski getaway with her best friend will spark inspiration. Complicating matters, they discover they’ve double booked their chalet with two eligible men, including Ben, an entrepreneur. When the share-mates get snowed in, Cara and Ben are thrown together.

A group of erotic party attendees wake up naked in the snow the next day. In the nearby cabin they find a dead girl and a message: In order to survive, they must decide who is responsible for the girl's death and murder that person accordingly.

After a bad day at work, a fairground performer sets out to disprove the theory of heredity so that he can marry his sister.

A deceased filmmaker experiences a posthumous dream in which he attempts to reunite with his wife. (Homage to Italian film director Federico Fellini in the year of the centennial celebration of his birth.)