The Nightmare Before Christmas: This unexpected Halloween-Christmas crossover is a stunning stop-motion masterpiece that has aged remarkably well. Tim Burton's distinctive vision captures Jack Skellington's desire for Christmas, reflecting a relatable feeling of not quite getting it right.

Jingle All the Way: An eccentric film with Arnold Schwarzenegger in an unexpected role as a frustrated mattress salesman, emphasizing the commercialism of Christmas. Despite its oddities, it's nostalgic and offers a wild viewing experience.

While You Were Sleeping: Is it a Christmas movie or a movie set during Christmas? Sandra Bullock's Lucy rescues a man, leading to mistaken identity and romantic chaos in snowy Chicago. This '90s rom-com fueled the nation's fascination with Sandra Bullock and snowy love stories.

The Preacher's Wife: Featuring Whitney Houston, Courtney B. Vance, and Denzel Washington in a love triangle, this heartwarming Christmas movie includes Denzel as a literal angel, offering a sweet and uplifting holiday experience.

I'll Be Home for Christmas: A '90s tale starring Jonathan Taylor Thomas as a boarding school teen aiming to get home for a promised Porsche at Christmas dinner. It's a wacky road trip filled with life lessons.

To Grandmother's House We Go: An Olsen twins' '90s TV movie where they play separate characters. This adventure-packed story follows the kids on a wild journey to grandma's house in a delivery truck, delivering sweet, nostalgic entertainment.

Home Alone: The iconic 1990 Christmas movie features a kid left behind by his family who must defend his home from burglars during the holiday season.

Home Alone 2: Lost in New York: A sequel with a similar premise but a different setting. Our abandoned kid finds himself in New York City, encountering familiar burglars and a cameo from a pre-political Donald Trump.

Batman Returns: Tim Burton's darker take on the holidays showcases the nightmare beauty of Christmas, albeit not a traditional holiday movie. With a classic Burton touch, it's worth revisiting during the festive season.

Muppet Christmas Carol: Among many Muppet movies, this stands out. Michael Caine's performance adds depth to this classic tale, offering both seriousness and laughter. It contains both the scariest (Ghost of Christmas Future) and most heartwarming (Beaker and the scarf) scenes in a Christmas movie.