A painful past can't hold her back, but she won't let herself fall in love… Darcy Malone is not the person she was in high school. She's earned an art degree and is determined to make a respectable name for herself teaching at the elementary school. When she runs headlong into a visiting stranger, she's fascinated by his confident, upbeat smile and love of art and history, but the thought of him learning her past makes it easy to keep him at arms-length. History professor, Wade Spears, is researching a book, and his next stop is the quaint town of Blessings. He has a big decision to make, but it's impossible to choose when it feels like something's missing from his life. He's mesmerized by the beautiful art teacher's kindness and creative energy, but there's something mysterious about the way she deflects all of his efforts to get to know her. Can the artist with a past brush over ancient history, or will she send away the man she loves to achieve his dreams without her?

Allison is a widow who's been raising her daughter alone for the last four years. Mike is a teacher who's new to the town of Blessings. They only have one thing in common: Lucy - Allison's daughter, Mike's student, and a nine-year-old who's watched "The Parent Trap" way too often. Both Allison and Mike are onto Lucy's scheme to play matchmaker, but will they fall for each other anyway?

Jake Littlefield hates Thanksgiving. So, naturally, his sister abandons him to spend the holiday in Blessings where the town starts celebrating a week early. The only thing keeping him from hopping onto the next plane to Miami is the promise his sister makes to leave his love life alone for a year if he'll endure a week-long stay in Blessings. At least, that's what he's telling himself... Teresa Rampton's marriage and subsequent divorce has left her a little gun-shy in the romance department. Content to wrap her world around her young son Logan, she's unprepared when her new guest comes in for a landing. Now, if he'd just ask her to the Harvest Ball, things might go smoothly with the mysterious pilot taking control of her Thanksgiving.