A mysterious woman comes in to town and inhabits the local haunted mansion, making everyone wonder if she's a witch or "The Grey Lady".

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.

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

A young witch visits her cousin in a small town during a heated mayoral election race. Her kind-hearted cousin, the town’s beloved “good witch” and newlywed with two teenage step-kids, is running for office, but must keep her family from falling apart when their visitor uses her magic to put them—and the whole town—under her bitter spell.

Good Witch Cassie Nightingale is back to her bewitching ways, but this time she’s also juggling a newborn daughter and her job as town Mayor. With such a busy schedule she and her husband, town sheriff Jake Russell, aren’t getting much sleep. Hoping for a break, Cassie plans a much needed vacation with her new family. But things go awry when a crime wave sweeps through town and an investigative reporter tries to ruin Cassie’s image after a video of her magically disappearing turns up on the internet. To make matters worse, Cassie’s estranged foster mother appears in town and Cassie’s stepdaughter is suddenly accused of the recent robberies. Supported by her loyal family and friends, Cassie must rely on her signature charm to put a stop to the rumors before they completely destroy the town, and a Good Witch’s reputation!

As Cassie's birthday approaches, Lori discovers disturbing parallels between Cassie and her great aunt, who disappeared years before on her birthday. When signs of a curse appear, Cassie conjures up a little magic to make things right again.

While planning her stepson's wedding, Cassie Nightingale also tries to uncover the truth behind missing auction items.