After being dumped at the alter on her wedding day, Maggie Conway moves to the island town of Friday Harbor in Washington State, where she meets Mark Nagle, the local coffee shop owner.
Samantha, a freelance photographer, is returning to Cape Cod for the first time since the death of her mother years earlier. She’s going to celebrate her father’s Christmas Eve wedding but is anxious to revisit past memories. On a deadline for a big Christmas spread that could ignite her career, she enlists the help of her childhood friend, Mike, to show her around. In the time she spends in Cape Cod, she realizes that Christmas is wherever your family is.
A young father asks for pumpkins at the local farm stand. "In August? No." the farmer replies. The farmer ruminates on the odd request and gets involved with strangers for the first time since his son's death long ago.
When Leah's husband Benjamin dies suddenly, Benjamin's brother Jake is stunned to learn he is expected to marry the childless Leah to carry on his brother's name. Jake suggests to Leah that they get married and maintain a secretly platonic relationship. The harder they try to disguise their "pretend" marriage, the more their appreciation for each other's worlds grow, and out of understanding, a real love develops.