Ashlyn is coerced by her stepmother, Miriam, to come join the family on a trip to the Caribbean as part of destination wedding. Miriam is the bride to be, and though Ashlyn has been on her own for a while, her stepfamily is quick to fall into old patterns of undervaluing Ashlyn, putting her down, and expecting her to do everything. To make things harder, Miriam's fiancé, Bruce, is a wonderful man who is oblivious to Miriam's ways. Ashlyn finds friendship and the beginnings of love with Bruce’s son, Noah. But Ashlyn struggles to have her own happily ever after when she knows her stepfamily is set to ruin Bruce.

Lily is a museum curator who finds a painting that looks just like her. Lily’s search for the artist leads her to Ireland, where she meets William, a charming man who helps her on her quest and may also know more about the portrait’s origins than he’s letting on.

Pen pals for years, Summer finally meets Nick, her former teen crush and boy band lead singer, when he comes to town for a concert. Their friendship's set the stage for romance, and Summer's hip grandma with a TikTok following encourages her to follow her heart.

When Melody’s neighbor, Nina, learns that her illness has returned, Melody promises to keep Nina’s kids, Holly & Ivy, together. To adopt the children, she must renovate her new fixer-upper, which she does with the help of contractor, Adam.

Kelly's life is upended when she wakes up in the hospital with fragments of her memory after a car crash. The only thing she is certain is that the people closest to her, are the very ones she's not sure she can trust: her business partner, her closest friend, and her husband, Dan. Can she find the answers she needs before she is harmed again?

As the Christmas party for a book publishing company approaches, editor Maggie volunteers to help her boss Amanda find a date. Matchmaking is a bit of a hobby for Maggie, but she is thrown off her game when Jaxson, her old boyfriend from her college years, shows up at her work — as a newly signed, successful author. Maggie would love to deny she feels anything for him still, but Jaxson isn’t making it easy. She’ll have to face her decisions of the past, along with Amanda eyeing Jaxson, to bring together the perfect matches at Christmas.

When architect and Christmas amateur Steven finds himself hosting his family for Christmas, he recruits holiday coordinator Gretchen to bring holiday joy to his home. Gretchen’s expert Christmas spirit brings Steven’s family together, but neither expected it to bring them closer to each other. After a great opportunity presents itself to Gretchen, she and Steven must decide what’s really important in life.