Advertising executive Nick Wong enjoys living in Toronto. He loves late nights partying and taking women back to his penthouse. And so it is with great reluctance that he returns to his boring hometown of Mosquito Bay for Thanksgiving. This year, however, is even worse than usual. His parents and grandparents, frustrated with the lack of weddings in the family, have invited blind dates for him and his three siblings. Nick's brother Greg has been set up with Lily Tseng, who just so happens to be Nick's latest one-night stand, the one he can't get out of his mind.

Adored by all, Britta is an ambitious waitress working at Sluggers. The popular bar holds a special place in her heart and is a regular hangout for the Bridgeport Bandits, the local hockey club. With a half brother on the team, Britta has a strict no-dating policy for hockey boys. But she does have a soft spot for one particular player.

Actor Ryan Kwok is back in Toronto after the promotional tour for his latest film, a rom-com that is getting less-than-stellar reviews. After years of constant work and the sudden death of his mother, Ryan is taking some much-needed time off. But as he tries to be supportive to his family, he struggles with his loss and doesn't know how to talk to his dad — who now trolls him on Twitter instead of meeting him for dim sum.

Maggie is an unapologetically grumpy forty-eight-year-old hermit. But when her college-aged son makes her a deal—he’ll be more social if she does the same—she can’t refuse. She joins a new online gaming guild led by a friendly healer named Otter. So that nobody gets the wrong idea, she calls herself Bogwitch. Otter is Aiden, a fifty-year-old optimist using the guild as an emotional outlet from his family drama caring for his aging mother while his brother plays house with Aiden’s ex-fiancée.

After years of trying to break into New York City's literary scene, Madeline Slaughter is emotionally and physically exhausted. When a friend offers her a safe haven as the live-in companion to reclusive, bestselling novelist Victor Hallowell she jumps at the chance to escape the city. Madeline expects to find rest and quiet in the forests of Upstate New York. Instead, she finds Victor, handsome and intensely passionate, and Audrey Coffin, Victor's mysterious and beautiful neighbor.