20 Best Holiday Movies of All Time

IMDb

The holiday season brings more than festive meals and decorations—it’s the perfect time to cozy up with heartwarming movies that capture the magic of the season. From timeless classics to modern masterpieces, here’s a curated list of 20 holiday movies you’ll want to watch (or rewatch), with details about their plots, why they’re beloved, and what makes them must-see holiday staples. These movies capture the magic, humor, and warmth of the season, making them essential for your holiday watchlist. Which ones will you add to your queue?

It’s a Wonderful Life (1946)

Plot: George Bailey, a man disillusioned with life, is shown how much he matters by an angel who lets him see the world as if he’d never been born.
Why We Love It: A heartfelt story about gratitude, love, and the impact one person can make.
Watch For: James Stewart’s iconic performance and the timeless message of hope.

IMDb

Home Alone (1990)

Plot: Kevin McCallister is accidentally left behind when his family goes on vacation, and he defends his home from two bumbling burglars.
Why We Love It: A mix of hilarious antics and touching moments about family.
Watch For: Kevin’s ingenious booby traps and the slapstick humor.

IMDb

Elf (2003)

Plot: Buddy, a human raised by elves, travels to New York City to find his real father and spread Christmas cheer.
Why We Love It: Will Ferrell’s hilarious portrayal and the movie’s joyful energy.
Watch For: The “world’s best cup of coffee” scene and Buddy’s childlike wonder.

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A Christmas Story (1983)

Plot: Ralphie dreams of getting a Red Ryder BB gun for Christmas, despite everyone warning him he’ll “shoot his eye out.”
Why We Love It: Relatable childhood nostalgia and quirky humor.
Watch For: The iconic leg lamp and Ralphie’s heartfelt Christmas morning.

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Miracle on 34th Street (1947)

Plot: Kris Kringle, a man claiming to be Santa Claus, works to prove his identity in a court of law.
Why We Love It: A magical tale about believing in the impossible.
Watch For: Edmund Gwenn’s Oscar-winning portrayal of Kris Kringle.

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The Polar Express (2004)

Plot: A young boy embarks on a magical train ride to the North Pole, learning about friendship, bravery, and the spirit of Christmas.
Why We Love It: Stunning animation and a moving story about belief.
Watch For: The whimsical train journey and Tom Hanks’ versatile performances.

Warner Bros. Pictures

Love Actually (2003)

Plot: Interwoven stories of love, heartbreak, and connections during the holiday season in London.
Why We Love It: A mix of romance, humor, and touching moments.
Watch For: The unforgettable airport scene and a star-studded cast.

IMDb

National Lampoon’s Christmas Vacation (1989)

Plot: The Griswold family’s holiday plans unravel in hilarious ways.
Why We Love It: Over-the-top humor and relatable family chaos.
Watch For: Clark’s disastrous attempts at Christmas lights and the infamous turkey dinner.

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How the Grinch Stole Christmas (2000)

Plot: The Grinch, a grouchy creature, tries to steal Christmas but learns its true meaning.
Why We Love It: Jim Carrey’s incredible performance and the heartwarming transformation.
Watch For: The whimsical set design and hilarious Grinch moments.

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The Santa Clause (1994)

Plot: Scott Calvin accidentally becomes Santa Claus and must embrace his new role.
Why We Love It: A fresh take on the Santa myth with humor and heart.
Watch For: Tim Allen’s comedic transformation into Santa Claus.

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Frosty the Snowman (1969)

Plot: Frosty, a magical snowman, comes to life and goes on an adventure to avoid melting.
Why We Love It: A timeless animated classic with catchy songs.
Watch For: The heartwarming story of friendship and magic.

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Scrooged (1988)

Plot: A modern retelling of A Christmas Carol with a cynical TV executive as the protagonist.
Why We Love It: Bill Murray’s comedic yet touching performance.
Watch For: The sharp humor and clever twists on the classic tale.

IMDb

The Holiday (2006)

Plot: Two women swap homes for Christmas, finding love and self-discovery in the process.
Why We Love It: Romantic and feel-good vibes with a charming cast.
Watch For: Kate Winslet and Jack Black’s heartwarming chemistry.

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White Christmas (1954)

Plot: Two war buddies team up to save a Vermont inn while falling in love along the way.
Why We Love It: Classic songs and heartwarming holiday spirit.
Watch For: Bing Crosby’s unforgettable rendition of “White Christmas.”

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Klaus (2019)

Plot: A reimagined origin story of Santa Claus, told through the lens of a selfish postman’s redemption.
Why We Love It: Stunning animation and a fresh take on holiday traditions.
Watch For: The emotional journey and beautiful visuals.

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The Nightmare Before Christmas (1993)

Plot: Jack Skellington, the Pumpkin King, tries to bring Christmas to Halloween Town.
Why We Love It: A perfect blend of spooky and festive.
Watch For: Tim Burton’s unique visuals and Danny Elfman’s memorable score.

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Charlie Brown Christmas (1965)

Plot: Charlie Brown searches for the true meaning of Christmas amidst commercialism.
Why We Love It: Simple animation and profound themes of love and simplicity.
Watch For: The iconic tree and Linus’ touching monologue.

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Die Hard (1988)

Plot: NYPD officer John McClane fights terrorists during a Christmas Eve party in a Los Angeles skyscraper.
Why We Love It: Action-packed with subtle holiday themes.
Watch For: Bruce Willis’ witty heroics and the festive setting.

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Rudolph the Red-Nosed Reindeer (1964)

Plot: Rudolph, a misfit reindeer, finds his place in the world by saving Christmas.
Why We Love It: Nostalgic stop-motion animation and a timeless message of acceptance.
Watch For: The lovable cast of misfit toys.

Classic Media/CBS

Jingle All the Way (1996)

Plot: A father’s chaotic quest to find a Turbo Man action figure for his son on Christmas Eve.
Why We Love It: A hilarious critique of holiday shopping frenzy.
Watch For: Arnold Schwarzenegger’s comedic timing and over-the-top antics.

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