Jack (Andrew McCarthy) is an executive in a financial brokerage firm trying to impress the firm’s president, Drew Clayton (Chris Gillett), in hopes of a promotion. However, Jack is dating the fabulously rich and elegant Demi Clayton (Stephanie Mills), who happens to be Drew’s daughter. Although Demi’s mother Clarisse (Jane Moffat) doesn’t necessarily approve of Jack and would prefer her daughter to date a man within their social circle, Jack still plans on proposing. Trying to create the perfect proposal, Jack signs up for dance lessons in preparation for his proposal to Demi at her father’s lavish annual Christmas Dance. But when sparks start to fly between Jack and his dance instructor, Christine (Michelle Nolden), Jack will have to make some important decisions before it is too late.
Shop owner Alice Chapman (Alicia Witt) is nervous to meet her future in-laws at Christmas, especially because she is arriving ahead of her new fiancé, Will Mitchum (Scott Gibson). Alice's trip becomes more stressful when her luggage is lost and her phone is damaged, leaving her no way to find Will's family! As fate would have it, she meets her future brother-in-law, Matt Mitchum (Mark Wiebe), at baggage claim and is happy to get a ride home with him. As Alice meets Matt's doting family, mom Penny (Susan Hogan), dad Joe (Richard Fitzpatrick) and Grandpa Charles (Lawrence Dane), she falls in love with their festive holiday traditions and warm welcome to their home. And when unexpected romance comes calling as Christmas approaches, Alice must decide if her “Merry Mix-Up” will actually turn out to be her destiny.
