Busy career woman Elise MacReynolds (Sarah Lancaster) has no time or desire to take part in Christmas festivities. However, a few twists of fate land Elise in the middle of her worst nightmare: unemployed, newly single, and running her family's Christmas tree lot for the dreaded holiday season. As the de facto representative of her family's business, Elise must navigate a contentious relationship with the lot's new landlord, Gary Dixon (Colin Mochrie), who thinks the MacReynolds' lot is hurting his business and wants them gone...fast. But, things are looking a little brighter as the newly single Elise has a budding relationship with Darren (Eric Johnson), one of her customers.
At 14, Pete Kidder (Zachary Gordon) is sick of being the middle child in his family, always overlooked by his mother and father (Pamela Parker and Rick Roberts). Unlike his brothers, jock Jake (Wesley Morgan) and bookworm Kenny, (Peter DaCunha), Pete hasn't yet developed a distinct personality that sets him apart and he often feels left out. With the kids' grumpy grandfather (Bruce Dern) unexpectedly in town for Christmas, the pressure is on to make the day as great as Grandpa remembers with his late wife, but the holiday is filled with disastrous moments.
This year, Santa’s daughter (Maria Thayer) takes her first trip away from the North Pole during the Christmas season hoping to find adventure and love in sunny California. While Santa watches his daughter through a magic snow globe, Annie arrives in L.A. and becomes friends with the owner of Candy Cane Inn, Lucy (Vivica A. Fox), and her daughter, Mia (Nay Nay Kirby). She also quickly lands a job at Wonderland Toys. Wonderland Toys’ owner, Ted (Sam Page) is struggling to stay in business selling old-fashioned toys in a digital world. Annie soon realizes that she wants Ted’s business to thrive because she has feelings for this Christmas traditionalist.