Sarah Bloom, a driven professional who left her small-town roots in Massachusetts behind, is now thriving in New York City and on the verge of becoming a top wedding planner in the city’s elite social circles. Her latest assignment is organizing the most talked-about wedding of the year. However, complications arise when she discovers that the groom hails from her hometown of Williamstown, MA, and insists on having the wedding at his family farm. This farm is now managed by his older brother, who also happens to be Sarah’s first love. As she tackles this challenge, Sarah must confront her past, explore the possibility of rekindling an old romance, and successfully orchestrate the wedding of the season, even if it turns out differently than she had envisioned.