A man who wins a small fortune decides to share his winnings by acting as a Secret Santa to people in a small town. One of the characters chosen is a boy whose father is deceased. The man grows fond of the boy's mother and begins to fall in love with her..

When photographer Abby is sent out of town on a job assignment by her editor Charlotte, she seizes what she think is the perfect opportunity to escape her nightmare of an ex-fiance' Richard, but she makes the discovery that eluding him is impossible.

Elizabeth's engagement plans are thrown into disarray when her fiancé's free-spirited brother David returns home. With her engagement party looming and a million things to do, David's unexpected influence prompts Elizabeth to question her life decisions.

As college students Jake and Jan struggle to stay afloat in the current economic climate, a lucrative business opportunity presents itself through their angel investor and landlord, George. After an unfortunate series of events, the deal suddenly falls apart, and the couple, now further in debt, takes drastic measures to eliminate George to collect a large sum of money. But things do not always go to plan and after numerous failed attempts to wipe out their intended target, the couple goes on the run with George in close pursuit to even the score.

Hope Hayes is hired by couple and business partners Eric and Adriana to choreograph their wedding dance, including working with the less coordinated Eric, Manhattan's "Most Eligible Bachelor", one-on-one. Both bride-to-be and groom-to-be have reservations about the union, but they've caved to familial pressures for the good of their business partnership. Over time, Hope and Eric grow closer and encourage each other to follow their creative passions - hers in choreography and his in theater. They also share a romantic connection that neither has experienced in the past, but fight it due to Eric's engagement. As Eric's wedding approaches, Hope has the chance to go after her dream job in London. Both Hope and Eric must decide which professional and personal pursuits will bring them happiness.

Natalie (Nikki Deloach), the owner of a San Francisco food truck business selling cupcakes, and Eric (Dylan Neal), a finance manager and divorced dad, are strangers brought together when Eric's aunt, who also happened to be a longtime customer of Natalie's, passes away and leaves them a building which also happens to be the site of a once-famous bakery. Forced into this new partnership, they discover selling the building won't be easy because it has been declared a historical site. Romance blooms as they spend time together in the process of renovating the old bakery. However, Natalie's desire to keep things strictly business could put an end to the partnership before the grand opening.

Country singer Zane and fiancée Jeannette's wedding is interrupted by the last leg of a contractually obligated tour, leading them on a roundabout journey back to one another. After a video of Zane saving a female fan goes viral, Zane finally becomes the country music superstar he's always dreamed of being. Jeannette is happy and supportive, but after he misses their new wedding date, she begins to worry his dreams may no longer have room for her. Jolene lends her wisdom, but she needs to face up to her own past first. Quinn and Nana Suze share a lesson that sets up a beautiful finish at the wedding - if it ever happens.

Nicky Beaton and Simone Cole have been best friends since they were children growing up as next door neighbors in the town of Marsden. Despite their geographic distance in Nicky now living in New York City, they will be spending both Thanksgiving and Christmas together on Nicky's return for the respective holidays. Those holidays end up not being as either envisioned. After her first husband Ryan abandoned her and their now fifteen year old son Anthony years ago, flower shop owner Simone will imminently be getting remarried, this time to high school classmate Jeremy Winters. While Simone is bracing herself for the arrival back of who she considers Jeremy's overbearing mother Miriam Winters for the holidays, she is ill-prepared for the feeling she has of being shut out of the bonding that is going on between Jeremy and Anthony, especially in wanting that precious time with her son before he goes away to college in three years. And what Nicky believes will be her short Thanksgiving stay in Marsden ends up being extended to Christmas upon news that her parents, Linda and Dave Beaton, are selling the family home, making this holiday season their last in that house. In helping her mother pack up the house, Nicky discovers among her old high school things a never seen Christmas card that was apparently secretly placed in one of her textbooks. The card is truly a love letter from the unknown writer who didn't sign his name. While Nicky is now a successful businesswoman operating her own consulting firm, she has many insecurities from her high school days, and thus goes on a quest, with help from her parents and Simone, to discover who her high school crush was in needing that affirmation that high school was not all bad. While she is focused on that past, she may miss what is currently right in front of her in the form of Derrick Marshall, her parents' real estate agent who is a bigger part of Nicky's past than she realizes.