To prevent her family from canceling the “Chamberlain Family Christmas Olympics,” Jessie (Groening) lies and says she’s inviting a date to the long-standing holiday tradition. She meets Bryan (Buckley) on a dating app, and he agrees to spend the holiday with her and her family. As Jessie and Bryan engage in eccentric activities like the search for the Christmas tree star, gift wrapping contest and snowball fight, they start to develop real feelings for each other. Soon her family begins to catch on to their secret and Bryan suspects she may be hiding the real reason for her unusual Christmas date request. As the celebrations continue, Jessie must work to keep all her stories straight and save her date with Bryan.

Best friends Toni (Fonseca) and Bri (Monet) have worked at the same card shop for more years than they should as both struggle to find their true life’s path. This holiday season, Toni and Bri decide to shake up their humdrum world by creating new identities to crash the amazing Christmas parties from the shop's confidential invitations. All harmless fun! Until Toni gets mistaken for a lawyer, which isn’t too far off the mark since she did finish law school...just never completed the bar exam. Toni and Bri are then whisked away to a fancy corporate Christmas retreat in the snowy Vermont mountains by handsome business mogul, Justin (McNally), whose crush on Toni is real even if her legal career isn’t. And Bri is along for the ride as she has eyes for Vinny (Bal), a valet who may have a secret of his own. Can a distraction help Bri find what path in life she’s supposed to follow? Will Toni end up with the guy of her dreams or in a blizzard of trouble? This fun Christmas crashing romp will either end in disaster or two happily-ever-afters!

Angela has been a busy realtor since her amicable divorce a couple of years ago to Dakota, a paleontologist whose adventures kept him anywhere but home. Now, she is a devoted if often harried, single mom to a smart and loving 10-year-old girl, Brooklyn. Angela’s busy schedule makes it hard for her to find time for much of anything…or anyone…else. As it is, she can barely get Brooklyn to her scout meetings on time, much to the disapproval of the other mothers. When Brooklyn gets the idea to have William, the owner of her favorite bakery, cater her scout troop’s posh annual holiday event, she asks Angela to work with him on pitching the idea to the moms in charge. Despite sensing that her daughter might be trying to play cupid, she agrees to help and finds herself enjoying time with him, but is reluctant to open her heart and life to someone new. When Dakota returns, missing her, Angela must decide what is best for her daughter and best for her heart.