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.

Cassie gives a withdrawn traveling artist a new paintbrush and invites him to stay at Grey House, then she arranges for her and Sam to organize the Tri-Cities Healthfest, something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

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

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 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.

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 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.

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.

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.

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’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’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.

While honeymooning, Cassie and Sam help a new friend reconcile with her brother. Grace attempts to speed up time after a break-up. Sparks fly between Abigail and Blairsville’s mayor. Martha freezes at her TV audition. Nick ghost hunts at Grey House with a friend, who’s looking for more than spirits.

Cassie hosts a guest with a surprising secret. Sam’s visiting friend needs medical expertise but the cure may lie in Cassie’s intuition. Grace interns for Martha at City Hall and faces competition from a fellow intern. Martha prepares the first episode of her show, and Stephanie considers her romantic options.

Cassie uses her enchanting powers — and tea — to help Abigail open up to Donovan. Mayor Martha critiques an artist painting her portrait. Sam’s new resident needs a lesson in bedside manner. Grace is disappointed after being rejected by her top college choice, while Nick’s confidence wavers after his acceptance.

Cassie’s being honored by her alma mater and visits with Grace, who’s considering enrolling. Grace bonds with her weekend host, while Cassie reconnects with her college friend. Needing a break from Donovan, Abigail joins. At Grey House, Sam tries to channel Cassie while helping his father-son guests communicate better.

Cassie and Sam welcome the Tinsdales at Grey House but a friendly game highlights how much the newlyweds still don’t know about each other. Grace dates her fellow intern, who has ulterior motives. Abigail meets Donovan’s mother, who believes a curse should keep them apart.

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.

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.

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.

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.