Colette runs a coffee shop that is known for her secret and famous hot chocolate. Marcus, a new dessert shop owner, starts to draw in Colette's customers, she is determined to expose him.

During wedding season, strangers Brooke Etheridge, a physical therapist, and Nate Thomas, physical therapist and high-end classic-car restorer, are each attending four weddings on four consecutive weeks; each solely knows either the bride or the groom (or the bride or the bride, in one case). Neither has a plus-one either; Brooke has just broken up with Colin, which makes work life awkward because they're still business partners, and Nate is still recovering from his last long-term relationship, which ended just short of the altar. In an environment where there is pressure for singles to find romance at such events, both Brooke and Nate wish to avoid these romantic possibilities, and Brooke has also decided to stop dating for the summer to focus on herself. But in the fourth wedding, both are in the wedding party for their good friends Ginny and Greg--who both believe that Brooke and Nate would be a good match. Brooke and Nate recognize each other from a few somewhat-awkward previous encounters, and by the second wedding they have agreed to be wedding buddies to keep each other from those potential romantic-wannabe situations initiated by fellow wedding guests. As they see each other at subsequent weddings and start to spend other (non-wedding) time together, they start to fall for each other, but neither realizes how the other feels.

Jenna Savern, having grown up on her grandparents' vineyard outside of Carrington in California wine country, learned the love of wine from her grandmother, Ellie Savern, Jenna's parents, Mike and Lynn Savern, who now own and operate Savern Vineyards. Held only once a year, Jenna will be taking the Master Sommeliers exam in a month's time, she having not passed in her first two attempts in not trusting her tasting instincts when in doubt. She not only wants desperately to pass in there only being less than two hundred Master Sommeliers in the world, but wants to advance females in the industry in only a small percentage of those Master Sommeliers being women. Her goal is to work as the head sommelier at Alluvial in San Francisco, it the three star Michelin restaurant owned by her boyfriend of three years, Aidan Parker, who is a Master Sommelier in his own right and who is all about the awards and accolades when it comes to the restaurant, the wines they serve and his staff. Despite the want to focus on studying for the exam, Jenna heads home to Carrington for a couple of weeks at her father's request in he planning a surprise fortieth anniversary party for Lynn. It is the first time that Jenna meets native Argentine Marcelo Castillo, Mike and Lynn's relatively new head vineyard manager and wine maker, who has taken the operation in a direction with which Jenna does not agree: all natural, which means organic. Unlike Aidan, Marcelo does not believe that awards necessarily equate to good wines, and believes Jenna should get her head out of the books and truly experience the wines more to appreciate them. While Jenna and Marcelo initially but heads in Jenna's fear that Marcelo's methods may run the vineyard out of business, they may actually open each other's eyes to what they really want in life.

Mama Rose lives to see her daughter June succeed on Broadway by way of vaudeville. When June marries and leaves, Rose turns her hope and attention to her elder, less obviously talented, daughter Louise. However, having her headlining as a stripper at Minsky's Burlesque is not what she initially has in mind.

Olivia is Connecticut's resident expert on evergreens who, just days before the holiday, agrees to help Jack, a fourth generation Christmas tree farmer in Avon. A mysterious illness has befallen their firs, causing them to die out and threatening his family's 100-year business. As Olivia tries to get to the root of the problem and extends her stay in town, she and Jack spend more time together and feelings begin to develop.

Maya is a freelance attorney who, after a minor setback, has been living in the apartment above her parents' garage and using the Casillas Panadería as her unofficial office for the past couple of years. The Mexican bakery has held a warm spot in her heart ever since she worked there as a teenager alongside her high school crush, Alejandro "Alex" Casillas, the handsome nephew of the owner. When Alex's uncle asks for Maya's help in selling the bakery, Alex decides to return home to celebrate one last Christmas in the bakery and help Maya find a buyer for the bakery, whether or not she actually wants his help.

Waitress and animal lover, Molly Bishop is desperate for a holiday miracle. Broke and needing major car repairs.