Maren is a busy single mother to her adopted daughter, Leah. As the owner of her late father’s beloved hardware store, Maren is often found helping repair just about anything for her fellow locals, leaving very little time for herself. When the opportunity to participate in the Christmas Companions program at Jolly Acres, a new yet thriving retirement community in town, Leah excitedly jumps at the chance as she misses having a grandfather in her life. Much to Leah’s delight, she is paired with Kris, a jolly resident who bears an uncanny resemblance to Santa Claus. While there, Maren crosses paths with the nomadic Reid, the center’s Director of Community Launch and Operations, whose job has him traveling from facility to facility to launch new branches.

Amidst a sea of Santas at their town's annual Christmas celebration, three friends all find what they’re looking for: Christmas spirit, potential romance, and a strengthened bond of friendship.

When Lolly’s aunt gives her three magical lemon drops, she gets to experience what her life would have been like if she had made different choices and lived those unfulfilled dreams.

Annie Cooper has big shoes to fill when she takes over as CEO of her late grandmother’s small-town cookie company and is doing her best to help their struggling business get back on track. That task gets more daunting when her grandmother’s secret recipe is stolen during the Christmas party. As Annie tries to crack the case and uncover the culprit she works with Sam, the owner of a local bakery, to recreate the recipe in the hope of saving the company and her job. As Annie and Sam bake batch after batch in pursuit of the perfect one, they begin to learn that their lives go together like milk and cookies.

Violette dreams of Broadway, but lands a singing waitress gig at Fiore's. Her Christmas Eve duet with Alex, who resents her connections, could be her big break. As they rehearse, Alex's cousin Brad, with Alex's secret help, woos Violette. Alex develops feelings too, creating a messy love triangle that jeopardizes their shot at stardom.

When new prisoner Casey is brought to prison corrections officer Vicky White's facility, the two develop a secret infatuation.

A recently single lingerie designer finally dives into the world of dating apps, and meets a handsome stranger. But soon she finds there was a secret he failed to mention on his profile.