Lindsey (Lacey Chabert) and her extended family head to Walt Disney World to spend a magical Christmas together. But the dream of a jolly holiday gets quickly dashed when Lindsey discovers her room is next door to Philip (Travis Van Winkle), a disastrous first date she recently had, who’s also there on a family trip. As Lindsey and Philip’s paths cross throughout their stay, the frost starts to thaw as they learn they’re not so different from each other after all. Thanks to some Walt Disney World magic, the holiday wish Lindsey made in Cinderella Fountain just might turn their rivalry into romance.
Greta Kaine (Katrina Law) is always in search of juicy gossip. As a tabloid reporter at "Pulse! Gossip" in Los Angeles, it's her job to expose the rich and famous for the entertainment of the magazine's readers. So when word gets out that one of the late Senator Tannehill's two sons might be proposing marriage at the family's Big Bear compound during Christmas, Greta and her chief rival Wes (Tom Lenk) are challenged by their old-school editor to get the scoop. There's incentive to be the first, too-- the editorship of the magazine's new online incarnation.
The past several months have been pretty hectic for Holly and she hasn’t been able to spend some much needed alone time with Rodney. Wanting to plan something special for their 23rd wedding anniversary, Holly enlists the help of a Romance Concierge to plan the perfect date. Holly decides to relinquish control over to the romance concierge but can they plan something that will not only impress Rodney, but Holly as well?