As Middleton prepares for its annual Halloween Fall Festival, Cassie's neighbor Sam volunteers to set up a hay maze for it, hoping to bond with his son Nick. While Cassie tries to bring them closer together, she struggles to get her own family – daughter Grace, step-children Brandon and Lori and cousin Abigail – together to transform the Grey House into the town's most popular haunted attraction, under the watchful eye of Mayor Martha. Abigail is too busy campaigning against Stephanie in a heated competition for festival queen. Grace is being bullied at school as rumors circulate that she is a witch, prompting her to beg Cassie to put an end to their annual tradition. As Cassie welcomes a secretive stranger, Joseph, to the Grey House, she soon finds her intuition is no match for whatever is causing trouble for her family. While Brandon and Lori investigate Joseph's past, Cassie discovers a deeper connection that could put the whole community in danger.

Cassie and Sam decide to take a step forward, but his pushy ex-wife stalls them at the starting gate; Grace preps for the teenage rite of passage - her driving test.

A man from Cassie's past arrives in Middleton, but reminiscing about old times may put a halt to a future for her and Sam.

As Cassie's old friend John attempts to unearth their shared college memories, the Good Witch receives another visitor from her past when Ryan returns to Middleton seeking closure.

Cassie finds out following a talk with Grace that her magic isn't the answer to everything.

Sam and John manage to surprise Cassie with some fun outings as she attempts to work out her feelings toward both of them.

Cassie could be ready to take a chance on her feelings for Sam; Grace goes on a magical mission to fix a broken confidence.

Cassie begins to conjure up a surprise party for Martha, but when she enlists the help of Stephanie and Abigail, she learns her secret might not be safe.

Cassie attempts to work her magic to help Sam make a difficult decision and is suddenly faced with a difficult choice of her own.

Cassie starts to move in a whole new direction with Sam. Middleton hosts its annual Lights Festival and some unforeseen changes happen.

After Cassie reaches a decision about her future, Middleton needs a touch of her magic when the Lights Festival threatens to go dark.