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.

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.

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Cassie gives a withdrawn traveling artist a new paintbrush and invites him to stay at Grey House, then she arranges for her and Sam to organize the Tri-Cities Healthfest, something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

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

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

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.