A Match Made in Williamstown - Libby Schuyler has avoided dating since her break-up with college-sweetheart Jack Parker. Out of nowhere, Jack shows up claiming Ellie is swindling his grandfather, Blake, through a travel agency partnership they've formed. Libby and Jack team up to protect their grandparents and get to the bottom of Ellie and Blake's business and romantic relationship. While Libby and Jack fight their reignited attraction, Ellie and Blake conspire to bring the two together.
A Match Made in Sheffield - Natalie Benton bounced from one foster home to another until she landed on Ellie Alexander's doorstep. Natalie's vagabond childhood caused her to yearn for a secure life, which led to Natalie's five-year plan: complete her law degree, marry the perfect man, become a partner at Montgomery, Haynes, and Preston, and produce one child. Getting arrested wasn't in Natalie's plan. Needing a public defender wasn't in her plan. Falling for Grady Hunter, her public defender, definitely wasn't in her plan. Can Grady convince Natalie there is more to life than her five-year plan? Is Ellie the only one who sees a future for Natalie and Grady?
A Match Made in Freedom - Stephanie Gould loves life on Martha's Vineyard . . . until she runs into Kay and Tim, her former business partner and her ex-fiancé, who just returned from their honeymoon. Surprised by the heartache she thought was gone, Stephanie heads to the Berkshires to visit family and friends. Arriving in Stockbridge, Stephanie meets Captain Henry Lewis. Little does Stephanie know, her grandmother has already met Henry, and Ellie thinks Henry is perfect. Stephanie has no interest in dating, Henry included. If only Henry didn't turn up everywhere Stephanie goes. When he walks up beside her at the Norman Rockwell Museum, Stephanie can't deny her attraction, but she'll do her best to fight it.