Moviefone santa logo
Trending
'Masters of the Universe' Teaser
'Avengers: Doomsday' Teaser
'The Odyssey' Trailer
'Supergirl' Teaser
MoviesTV ShowsStreamingIn TheatersComing SoonMovie ChartsTV Show ChartsShowtimesHighlightsNewsCelebritiesWhat to WatchNew TrailersMovie TheatersMovie ReviewsVideosMoviefone TVMade In Hollywood
The SubstanceThe SubstanceConclaveConclaveThe AccountantThe AccountantA Real PainA Real PainFlowFlowZero DayZero DayThe White LotusThe White LotusParadiseParadiseSeveranceSeveranceYellowjacketsYellowjackets
Highlights
  1. News
  2. ›Best and Worst

The 11 Best Holiday Movies Over the Last 20 Years

Moviefone
November 5, 2018 - 1 min read
Google transparent preferred source badge

When you think holiday movies, old standbys like "It's a Wonderful Life" and "Miracle on 34th Street" might come to mind. Don't count out the more modern additions to the Christmas canon -- the past two decades have been more than capable of churning out current classics. As "Love Actually" and "Elf" turn 15, here are some of the best holiday movies to come out of the last 20 years.

'The Night Before' (2015)

Decking the halls has never been so fun thanks to Seth Rogen, Joseph Gordon-Levitt, and Anthony Mackie as a trio of high school buddies who follow a wild celebratory tradition every Christmas Eve. Michael Shannon's hilariously mysterious drug-dealing angel doesn't hurt either.

'The Holiday' (2006)

Nancy Meyers does a lot of things right -- enviable scenery, adorable meet-cute romances, and lives audiences are just generally jealous of. "The Holiday" is all of that and it's a Christmas movie, which makes it all the more delightful.

'The Family Man' (2000)

Once upon a time, millennium-era Nic Cage played a hot shot Wall Street exec who gets a Scrooge-like look at the simple life he could have had. Ah, pre-"Mandy" Nicolas Cage...

'Love Actually' (2003)

Love, actually, is all around an ensemble of endearing characters in this rom-com classic about intersecting British lives over Christmas. Some of their actions are questionable, but we've dealt with it for this long and its still considered a classic... Happy Christmas, everyone!

'Bridget Jones's Diary' (2001)

Yes, this is a Christmas movie and not just your typical rom-com because there's an epic snowy scene, ugly Christmas sweaters (or jumpers, if we're being authentic), and the timeline is anchored around the holiday.

'Elf' (2003)

Buddy the Elf is synonymous with Christmas cheer and if you don't watch this movie every year then you might be a ninny muggins.

'The Best Man Holiday' (2013)

The long-awaited sequel to the 1999's beloved rom-dramedy "The Best Man" is full of heart, humor, emotion, and a fantastic ensemble cast.

'Bad Santa' (2003)

Christmas movies with an edge are hard to come by. This is the ultimate naughty list member of the bunch.

'Arthur Christmas' (2011)

Did you know Santa had a son? Neither did we, and it turns out his Christmas-saving story is adorably magical, especially considering its told via stunning 3D animation.

'The Christmas Prince' (2017)

Netflix's 2017 unexpected gem of a holiday rom-com contained all the right cliches and the perfect amount of cozy predictability. A reporter becomes an unlikely princess? I'm ready for the sequel.

'The Family Stone' (2005)

I don't particularly love or even like anyone in this film, yet something about it screams must-watch every holiday season. I don't know if it's Rachel McAdams' snarky 'tude, Sarah Jessica Parker dropping that strata, or its general uneasy vibe that makes it a (reluctant) joy to behold.

 

elfthe holidaybridget jonesa christmas princelove actuallyholiday movies
Best and WorstMoviesHoliday Movies
Moviefone
Article by Moviefone
Moviefone Writers

From Our Partners

Global Grind - What’s Black On Netflix: November 2025
NewsOne - Why Is It So Hard To Watch ‘Highest 2 Lowest’ In A Theater? 
NewsOne - The Best Family Movies To Watch This Holiday Season 

Related News

Best Christmas Movies Ever
Best Christmas Movies Ever
Comedy Icon Bob Newhart Dies Aged 94
Comedy Icon Bob Newhart Dies Aged 94
Movie Review: ‘Spirited’
Movie Review: ‘Spirited’
James Caan Dies at the Age of 82
James Caan Dies at the Age of 82
11 Movies That Will Make You Feel Christmas AF
11 Movies That Will Make You Feel Christmas AF
9 Reasons Why 'Elf' Is the Best Christmas Movie Ever
9 Reasons Why 'Elf' Is the Best Christmas Movie Ever

More News on Moviefone

Austin Butler to Play Lance Armstrong in New Movie
Austin Butler to Play Lance Armstrong in New Movie
‘Sinners’ Emerges Triumphant at the 2026 NAACP Awards
‘Sinners’ Emerges Triumphant at the 2026 NAACP Awards
Movie Review: ‘Hoppers’
Movie Review: ‘Hoppers’
McKenna Grace Playing Daphne in New ‘Scooby-Doo’ Series
McKenna Grace Playing Daphne in New ‘Scooby-Doo’ Series
Lily Collins to Play Audrey Hepburn in a New Movie
Lily Collins to Play Audrey Hepburn in a New Movie
Live 2026 Actor Awards Presented by SAG-AFTRA Full Results
Live 2026 Actor Awards Presented by SAG-AFTRA Full Results

Follow Moviefone

FacebookXInstagramYouTubeLinkedInRedditTikTokNewsletterWidgets

Latest Trailers

'Dinosaur' Season 2 Trailer1:12
'Dinosaur' Season 2 Trailer
'Toy Story 5' Trailer2:24
'Toy Story 5' Trailer
'Peaky Blinders: The Immortal Man' Trailer2:26
'Peaky Blinders: The Immortal Man' Trailer
'Marc by Sofia' Trailer1:57
'Marc by Sofia' Trailer
'The Christophers' Trailer2:09
'The Christophers' Trailer

Movie and TV Reviews

Top Movies

The Substance poster
The Substance
Have you ever dreamt of a better version of yourself?
71
Conclave poster
Conclave
What happens behind these walls will change everything.
72
The Accountant poster
The Accountant
Calculate your choices.
71

Top Series

Zero Day poster
Zero Day
Truth has been weaponized.
70
The White Lotus poster
The White Lotus
Same luxury. New reservations.
76
Paradise poster
Paradise
The truth lies outside.
74
Moviefone xmas logo
MoviesTV ShowsStreamingShowtimesWhat to WatchVideosNews
AboutContact UsSitemapTerms of ServicePrivacy Policy
FacebookXInstagramYouTubeLinkedInRedditTikTokNewsletterWidgets
Google preferred source badge
Copyright © 2026 Moviefone Media LLC
Asset 1This product uses the TMDb API but is not endorsed or certified by TMDb.