Middleton prepares for its bicentennial, and Grey House is to be the party venue. Good witch Cassie is remodeling it as B&B. her first and only guest, Nick Chasen, claims to be a distant relative. He produces papers to prove he’s the heir of the builder, colonial era captain Hamblin, while the Grey lady was his mistress and stole it. Police chief and lover Jake Russell goes all the way to motivate her to fight and disprove the claim before she’s effectively disowned. Brandon is dared to pass a rascals-initiation by local brat Steve and Duke. George’s gardening skills lead to romance.

All Cassie Nightingale wants for her birthday is for her family and friends to be together. While her husband Jake suggests an intimate dinner at a fancy restaurant in their hometown of Middleton, Cassie would rather have a party at The Grey House, with all her loved ones in attendance. And since Jake’s kids, Brandon and Lori, are growing up with lives of their own, it might be their last chance to unite as a family for a long time. As Cassie’s special day is fast approaching, Lori discovers disturbing parallels between Cassie and Cassie’s great aunt, nicknamed the Grey Lady, who disappeared at her own birthday party years before. With signs of a curse looming over her, it’s clear that Cassie needs to conjure up more than a little magic to make things right again. Is there birthday magic in the air or is it a birthday curse?

Almost as soon as Jake and Cassie decide to get married on Christmas Eve, complications arise.