Cassie’s teaching position winds down and Sam is forced to take vacation time so they try out different hobbies together. Joy’s faced with a decision when Donna accepts a job for them in Vermont. Abigail and Donovan make one last stand against the curse.

Cassie pursues a temporary art history professorship while Sam diagnoses Adam. Abigail and Donovan realize that the missing diamond from the Middleton treasure may help break the curse.

As Cassie gets ready for Grey House’s 225th birthday Martha leads the group in a tableau vivant recreating a Nathaniel Merriwick painting, leading to new clues surrounding the Merriwick-Davenport curse. Joy experiences life differently when her intuition suddenly takes a holiday.

Now empty-nesters, Cassie and Sam celebrate their first wedding anniversary. Abigail and Donovan’s relationship continues to be challenged by their families’ curse. Cassie’s Grey House guest has intentions for visiting Middleton that are different than she claims.

Cassie judges Middleton’s chili cook-off, which brings out fierce competition among residents, including Sam. Martha receives unexpected competition in her once-uncontested run for re-election. Cassie unearths a time capsule that reveals information about her current Grey House guest’s background.

Martha fills in as the local Dear Debbie advice columnist, getting an anonymous letter that adds intrigue to a progressive dinner attended by all of the Middleton couples.

Cassie gives her art history students a lesson on perspective. Sam performs surgery on Adam, who worries about his recovery. Joy’s troubling dream about Abigail and Donovan may not be what it seems. Martha courts a French delegation to secure Middleton’s status as its sister city.

Cassie, Abigail and Joy browse an estate sale, where Joy hopes to find a clock for Martha's renovation. Stephanie's ex-husband, Wes, comes to town to pack up their shared cabin.

Cassie welcomes a chocolate festival to Grey House where the confection has a special, sweet effect. Sam and Donovan discover a new clue surrounding the Merriwick-Davenport curse, while now-single Abigail gets an unexpected visit from a college friend for a surprising reason.

When Cassie and Sam’s weekend in Chicago gets canceled because Sam has to stay behind for work, she and her book club friends hit the road instead. While the ladies recharge the weekend also comes with surprises, including a potential clue about the Merriwick-Davenport curse.

Cassie can't help but feel upset after Grace admits she's been spending more time with Sam to replace the hurt she feels from the loss of her own late father.

Grace, in a true Middleton tradition, enlists the help of the town in making a magical quilt that's said to grant the wishes of the recipient-- and seemingly all that contribute to it. Cassie and Sam learn even more about each other as secrets are revealed at their bachelor/ette parties-- with a special Middleton twist!

Middleton's Heritage Festival gets everyone talking; Cassie is back to her bewitching ways as she welcomes a scared young woman to the Grey House but she realizes she's being followed.

The arrival of a man from Cassie's past may complicate her burgeoning relationship with Sam, but that isn't the only bump in the road - Sam's intrusive ex-wife Linda is still trying to keep Cassie out of the picture in a desperate attempt to repair their fractured family.

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 is surprised with adventurous outings by both Sam and John as she works on sorting out her conflicted feelings.

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

Just as Cassie begins to move in a new direction with Sam, Middleton’s annual Lights Festival brings illuminating changes.

Trouble is brewing after Cassie's mystery guest Ashley goes missing, and another pair of visitors to Middleton shake things up just in time for the town's annual heritage ball.

Cassie's magic can't keep her away from Abigail's scheming when the truth becomes too hard to hide and Abigail continues to stir the pot in Middleton.

Cassie tries to convince Sam to follow her intuition in order to help a young couple survive a blizzard.

A storm continues to threaten the lives of the people in Middleton and Cassie and Sam work together to help.

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.

Cassie decides to host a surprise party for Martha, but after she enlists the help of Stephanie and Abigail, she finds out her secret might not be kept.