I'll Be Home For Christmas (1997)

Jamie owns a sightseeing and tour company in the small town of Cooperville, New York. Navigating the holidays with enthusiasm is trickier for Jamie since her husband Matt passed. Matt loved Christmas and found unparalleled joy in giving to others. While reminiscing with family, Jamie realizes the town desperately needs someone with Matt’s genius for thinking of the small gestures that bring genuine happiness to the holidays.

Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

Looking for a fresh angle to her book on relationships, Merry heads to snow-covered Vermont. She finds a new perspective and Christmas cheer with charismatic aid worker Chris.

Angie wonders what her life would be like if she had married a former boyfriend who became a famous sportscaster. She takes the train home to spend Christmas with her family and inexplicably finds herself 10 years in the past. With the advice of the train's enigmatic conductor, Angie has the chance to revisit that Christmas and learn what — and who — is truly important to her.

While throwing a "Christmas Around the World" party at her family's inn, an event planner discovers Christmas magic with a charming father-son duo whose presence brings about tension and joy.

Emily arrives home, hoping to visit her parents, only to discover that they are leaving on a trip of their own. As she stays at their house for the holidays, their HOA is determined to get Emily to participate in the neighborhood’s many Christmas festivities.

When Anna Parisi, an unemployed fine arts painter, is unable to make ends meet, she is hired to become a personal Christmas shopper for Marc, an uptight corporate exec. As they begin working together, Marc learns that Christmas giving has less to do with the amount of money spent and more to do with the importance of the gift, while Anna discovers she might find success as an artist in a way she never expected. The best gift of all of course is the love they discover with one another.

Allie, a veterinarian in Evergreen, reluctantly will spend Christmas with her long-distance boyfriend. Bound for the airport, she has engine trouble, and Ryan, headed to Florida with his daughter Zoe, stops to help. Sure they won’t meet again, they ignore their attraction, and part ways. At the diner, Zoe wishes on a snow globe, and a storm seems to grant her wish.

An extreme-sports photographer returns home for the holiday to take care of her grandmother, only to have a neighbor grab her attention as he needs assistance watching his young nephew.

Jamie hasn’t told his family that he and his now ex-girlfriend Emily broke up. After an inopportune run-in with Emily at the train station in his hometown, Jamie convinces her to pretend they’re still a couple to avoid ruining Christmas for his family.