Dean Flynn arrives in Bird-in-Hand to search for the Amish family of his birth mother, who gave him up for adoption more than fifty years earlier. Dean’s search leads him to Secondhand Blessings, where a newly discovered relative had consigned his mother’s carved keepsake box to sell. Touched by his story, Mary shows him the box, and they are both surprised to uncover an old deed hidden in the box’s secret compartment. Unfortunately, the appearance of the deed creates quite a family ruckus, and when it is stolen, Mary finds herself helping Dean track down the thief and uncover the truth behind Dean’s birth family. Can Mary and her sisters help Dean without destroying his chance to connect with the family he didn’t know, until recently, he had?

Meanwhile, when Martha sets out to clear out her mother’s belongings, she finds that letting go of them isn’t as easy as she anticipated, and Elizabeth’s attempts to learn hand quilting is a greater challenge than she expected.

Elizabeth Classen is delighted when her high school sweetheart, Peter Russell, comes to town, but she quickly realizes that he’s had a difficult life since he left Bird-in-Hand many years earlier. All he wants now is to reconnect with his daughter, Crystal, and get to know his teenage granddaughter, Willow. However, the gulf between father and daughter only grows wider when Crystal’s valuable diamond pendant disappears and she accuses Peter of theft. Can Elizabeth clear his name before it’s too late for this family to reconcile?

Meanwhile, Martha and Mary clash when Mary’s little grandson, Nick, comes to stay for a few days. They are soon reminded that it’s been quite a while since they were responsible for a baby. Can they find a way to compromise and work together to take care of little Nick?

After the sad loss of the Classen sisters’ dear friend, Bertha Shetler, Mary finds herself drawn to comfort Katura Stolfuz, a shy young woman who had been taken in by Bertha for the past few months. Mary knows the pain of losing a mother, and she hopes she can comfort Katura during this difficult time. But when Dan Bontrager suddenly returns to Bird-in-Hand after turning his back on the Amish life years before, Mary finds it strange that he seems to be showing an interest in Katura. Then two more people show up in town in search of a missing loved one, each of them fearing the worst and with strikingly similar descriptions. Is it coincidence? Or could they share a connection? Mary is determined to get to the bottom of this mystery.

Meanwhile, Martha wants to surprise Elizabeth with a very special quilt for her upcoming wedding. But the project becomes a harder one than Martha could have predicted—especially when Elizabeth’s dreams of wedded bliss stand in jeopardy as she faces a rocky start in her relationship with her future stepdaughter. And with Valentine’s Day around the corner, Mary gets a special surprise, but is she ready for it?