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Abigail's father comes to Middleton in hopes of making amends; Cassie helps an expecting couple accept how different their lives will be once their baby arrives; Grace realizes her affinity for math might not be a passion.
An unpublished song written by a past guest at Grey House magically spreads throughout the town, heightening the emotions of those who hear it; affecting each in a different way, Cassie and Sam learn to communicate about their future together.
Cassie, Sam, Nick and Grace spend a night away at the family lake house; hoping to bring everyone together, Cassie faces a few obstacles before everyone starts acting like a family again.
In season four, Cassie and Sam are newly engaged and slowly work on wedding plans while trying to subtly help Grace and Nick mend their friendship before tying the knot and blending their families. Cassie continues to impact the lives of her guests at Grey House and works her special brand of magic with those closest to her as well. Abigail is forced to face her past when her long-absent father unexpectedly returns to Middleton. Grace's senior year of high school finds her uncertain about plans for college and brings a bittersweet lesson about life and love. As Cassie and Sam's wedding day approaches, their friends and family turn out for pre-wedding festivities.