A darkly beautiful and 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.

It's a week till Christmas and Sheriff Jake sees a bank robber, he arrested 10 years ago. Jake sets the wedding to Cassie to Dec. 24. Cassie's busy in her gift shop but accepts.

Mayor Tom Tinsdale plans a bridge as his legacy, precursor to Middleton, Delaware's annexation to the city across the river. His wife Martha spearheads the opposition, but instead of her, the committee unanimously calls for Cassie to stand for mayor. Jake is preoccupied with controlling demonstrations, but soon finds indications that the merger may not be so good after all. Brandon is composing a song to get him into music academy, but counts for lyrics on buddy Wesley, an incorrigible womanizer, whom Lori has an instant crush on. Cassie invites her just-discovered maternal cousin Abigail, who has a mild criminal past and a knack for junior magic.

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!

Cassandra Nightingale prepares to celebrate her birthday, hoping to bring as many of her friends and family together as possible. While investigating her family history, she discovers a story of a curse connected to the mysterious disappearance of her great aunt.

Cassie looks for a lost/stolen precious family memento.

Cassie Nightingale, Middleton's favorite enchantress, and her young-teenage daughter Grace, who shares that same special intuition as her mom, welcome Dr. Sam Radford and his son to town. When the New York transplants move in next to the Grey House, they are immediately spellbound by the mother-daughter duo next door, but Sam and Cassie quickly find they may not see eye to eye. With her signature charm, Cassie attempts to bring everyone together, ensuring all of Middleton is in for new changes, big surprises and, of course, a little bit of magic!Based on the Good Witch series of cable movies.