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 and Sam prepare to send Grace and Nick to college, but Nick’s mom worries about his move. Grace uncovers her true passion. A curse may keep Abigail from reciprocating Donovan’s feelings. The hunt for Middleton’s treasure leads Sam and Martha to a surprising discovery.

Cassie and Sam’s wedding day has arrived and Sam doubles his efforts to find the Forever Tree. He gets a magical assist from Grace, who’s nostalgic for her late father. Mayor Abigail makes a surprising ally while Martha finds a new passion. Nick takes a step toward finding his calling.

Two guests at Grey House are immediately at odds, so Cassie uses her magic to bring them together. Sam tries to plan the perfect date for Cassie, but various nuisances keep getting in the way.

Cassie helps Ben find an old romantic film to showcase at the refurbished Middleton Theater's opening night. Martha's promises to the town are in jeopardy when she overextends herself with the Middleton budget.

Cassie gives those around her pieces of jewelry that magically turn out to be just the thing each needed. Abigail helps Sam search for the perfect engagement ring for Cassie -- a legendary Merriwick heirloom thought to be lost forever.

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.

The Middleton Merriwick is still not in bloom, and the effects are being felt around town. An old friend and colleague of Abigail’s checks into Grey House claiming to want a relationship. With help from Cassie, Ben stumbles upon the old Middleton Theater and is motivated to get the place running again.

A visiting chef can't relax, so she follows Cassie's advice and spends a day stirring a recipe in order to quiet her mind. Grace is presented with the Merriwick Wish Book for her birthday and is encouraged to make an entry.

Cassie decides to plan a surprise party for Sam to celebrate the anniversary of his move to Middleton.

After learning that Sam doesn't plan on getting married again, Cassie goes to Chicago to clear her head. Michael and Vanessa get fed up with their mothers while planning the wedding.

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!

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.

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

The whole town anxiously awaits the impending blooming of the Middleton Merriwick, but when the plant is cut, it has dramatic impact upon the Merriwick women. Grace begins to suspect Nick is going to ask her out.

Sam's sister shows up for an unexpected visit and he is very happy to see her, though she does not seem like herself…

Cassie and Sam’s wedding is just days away and as the town of Middleton prepares for this highly anticipated event, Grace is troubled when wedding related hiccups keep occurring. Abigail opens up to the idea of handing her mayor responsibilities over to Martha, but a handsome stranger puts a wrench in her plans. Meanwhile, Stephanie finds herself smitten.

Cassie encourages Sam to look for mysteries to unlock as Martha unearths a long-lost town charter and treasure map. Vincent searches for the treasure but he faces competition. Grace is hurt when she learns what Luke’s been up to. Abigail reassesses her relationship with Donovan.

Middleton prepares to wish upon Posner’s Comet but Cassie worries wishing won’t help when Sam’s offered a dream job across the country. Grace prepares her valedictorian speech, while Nick becomes nostalgic. Abigail plans a trip to forget about Donovan, who tries to win her back.

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.