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.

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.

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 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.

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.

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 sets out to track down Elizibeth Merriwick's original wedding dress, learning a bit from every woman who wore it. Grace and Noah hit a snag in their relationship as Abigail and Phil start to ramp up theirs, leading to a potential future where Phil makes Middleton his home.

After a series of unfortunate events, Sam and Cassie have to accept that their wedding might not be as perfect as planned. In light of her almost-romance with Phil, Abigail's quest to put down roots lands her a new job-- the Mayor of Middleton.

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.

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.

Abigail, jealous of all the attention Cassie gets from helping her customers, decides to sell “special” Venezuelan chocolates at her flower shop.

Cassie gives a withdrawn traveling artist a new paintbrush and invites him to stay at Grey House, then she arranges for her and Sam to organize the Tri-Cities Healthfest, something that Cassie usually does by herself.

Grace finds herself under the spell of Elizabeth Merriwick after Cassie discovers an old trunk filled with her vintage clothing. Inspired by its history, and tapping into her Merriwick heritage, Grace finds a passion for storytelling. Meanwhile, Cassie helps a mother and daughter reconnect over their past at Grey House.

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.