Peter, a social media strategist living in Los Angeles, is tired of his entire family asking him about his single status each year when he visits them for the holidays. He is excited to bring his new boyfriend Tim to New Hampshire to meet them, until he finds out that Tim is married when Tim's wife hires Peter's best friend and roommate Nick as a freelance handyman. Devastated, Peter convinces Nick to travel to New Hampshire with him and pretend that they are dating. Before they can announce their fake relationship, Peter's mother Carole tells him that she has arranged a blind date between Peter and her spinning instructor James. Peter reluctantly agrees with encouragement from Carole and Nick.

The rest of Peter's family arrive: his father Harold, his sisters Lisa and Ashleigh and their respective families, and his aunt Sandy, who directs the annual children's Christmas pageant. Harold privately tells Nick that he has always thought that he and Peter would be perfect for each other, and that Peter seems happiest when he is with Nick. Meanwhile, Peter goes on several dates with James, including buying a Christmas tree and a day of skiing. They enjoy themselves, though Peter repeatedly brings up Nick in conversation and he begins to feel torn between spending his limited time with James versus his family. He tells Nick that he is considering moving back to New Hampshire, to Nick's dismay.