Following a messy separation from her unfaithful husband, Jamie Mayfield (Emma Bell) has returned to her hometown with her young son Preston (Bradley Bundlie), hoping to seek refuge from her troubles. Soon after arriving in town, Jamie meets the handsome and charming private investigator Whit (Nick Ballard), who proves to be just what Jamie needs in the midst of both her separation and her ongoing struggles with her well-meaning but overbearing parents Marlene and Boone (Gail O'Grady and Corbin Timbrook).
One night, children's author Kerry McLeod (Alyshia Ochse) receives a shocking phone call: Her father William (Warren Sweeney) died after falling down the stairs. To attend the funeral and take care of her father's now vacant house, Kerry and her young daughter Ella (Seneca Paliotta) return to her hometown and move in. Having always been estranged from her father, Kerry is looking forward to getting the necessary repairs done quickly so she can return to the city.
For New York based lawyer Claire Hart (Erin Cahill), her career is perfectly aligned with her lifelong competitive streak. Her work ultimately brings Claire back to her small hometown in Vermont when her father Hank (Gregory Harrison) reveals that he is being sued by his neighbor Margie Wright (Jan Broberg) over a patch of his farming land that an uncovered deed seems to indicate belongs to her. The Harts are especially protective of the patch of land listed in the suit, as it is the plot of land Hank uses to host the town's annual Fall Fest.
Freelance photographer Karen Miller (Laurie Fortier) couldn't have asked for a better husband than David (Michael Welch). Handsome and loving, David proved to be just what Karen and her 17-year-old daughter Annie (Taylor Blackwell) needed after the death of Karen's first husband and Annie's father. But their perfect life takes a hit when David is suddenly killed in a plane crash while away on business, devastating Karen and Annie.
Real estate agent Sharon Elliott (Kristina Klebe) has been worried about her teenage son, Anthony (Sebastian Cabanas). Ever since her husband, and Anthony's father Mark (Michael Houston King), was mysteriously murdered, Sharon has found herself disconnected from her son. So, when classmate Dylan Warren (Tanner Buchanan) suddenly befriends Anthony and becomes a rock for her troubled son, Sharon is thrilled, and thankful for her son's new friend.
Laurel Briggs (Kate Villanova) may be thriving in regards to her business career, but at home, her marriage proves to be on rocky ground. In addition to her husband James' (Jason Cermak) past affair still weighing on her mind, Laurel's focus on her work has caused her to become distant and confrontational with her husband. So while away at a business conference following a fight with James, Laurel finds herself tempted by the flirtations of the handsome Kent Anderson (Matthew McCaull).