18 holiday romantic comedies, ranked

holiday-movies-rom-comsw — Photo:
Clockwise from left: Everett Collection; Michael Gibson; Simon Mein

You can keep your Christmas Carols and your Wonderful Lifes. Such classics have their merits, but when the holidays roll around, nothing is as satisfying as a good old-fashioned rom-com.

In celebration of these festive favorites, we've ranked 18 Christmas romance movies from the last few decades that bring holiday cheer as much as romantic wish fulfillment. Check out our countdown ahead.

18. New Year's Eve (2011)

GALLERY: Holiday Rom-Coms: NEW YEAR'S EVE (2011) ASHTON KUTCHER as Randy and LEA MICHELE as Elise — Andrew Schwartz

Garry Marshall contributed many wonderful things to the world of film and television; his trio of ensemble rom-coms, each centered on a different holiday (including 2010's Valentine's Day and 2016's Mother's Day), is not one of them.

The second of these was 2011's New Year's Eve, a mind-numbingly shallow effort that followed the Dec. 31 adventures of dull characters played by Sarah Jessica Parker, Halle Berry, Jessica Biel, Robert De Niro, Zac Efron, Michelle Pfeiffer, Ashton Kutcher, Katherine Heigl, Lea Michele, and Jon Bon Jovi, among a host of other big stars — huge — all of whom deserve better.

Where to watch New Year's Eve: Max

17. 200 Cigarettes (1999)

Film and Television — Moviestore/REX/Shutterstock

Like New Year's Eve, 200 Cigarettes is a very bad ensemble rom-com with a very great ensemble — this time including Paul Rudd, Dave Chappelle, Courtney Love, Kate Hudson, Ben and Casey Affleck, and Janeane Garofalo — that intertwines a bunch of New York stories on New Year's Eve.

Risa Bramon Garcia's late-'90s effort just edges out the former film, however, because when it comes down to two movies with no personality whatsoever, indie mediocrity will always have at least a sliver more soul than glossy studio schlock. So, congratulations, 200 Cigarettes. A happy new year to you.

200 Cigarettes is not available to watch or rent

16. Just Friends (2005)

GALLERY: Holiday Rom-Coms: Just Friends (2005) Ryan Reynolds and Amy Smart — Alan Markfield/New Line Productions

Roger Kumble's rom-com stars Ryan Reynolds as Chris, a music industry hotshot and former overweight kid who accidentally winds up back home at Christmastime with one of his clients, a self-absorbed pop star (Anna Faris). He takes advantage of his unexpected homecoming by trying to break out of the friend zone (which is sexist to begin with, but sure!) with his childhood best friend (Amy Smart).

Relying primarily on jokes about weight for its humor and Chris' sense of entitlement for its love story, Just Friends is as un-romantic and un-comedic as a rom-com can be.

Where to watch Just Friends: Amazon Prime Video (to rent)

15. Four Christmases (2008)

GALLERY: Holiday Rom-Coms: Four Christmases, Reese Witherspoon, Vince Vaughn — John P. Johnson

In this comedy, Reese Witherspoon and Vince Vaughn play a stubbornly unmarried couple that takes an exotic vacation every Christmas in order to avoid spending time with family. One year, their families find out their flight has been canceled, so they are forced to visit each of their four divorced parents on Christmas Day, which, in turn, forces them to reveal to each other who they really are and confront some hard truths about their relationship.

Technically, Seth Gordon's Four Christmases is a holiday romantic comedy, but somehow this cynical flick is utterly devoid of the cheer that typically comes with the season or the genre.

Where to watch Four Christmases: Max

14. Love Hard (2021)

Netflix Christmas — Nina Dobrev in 'Love Hard.'. Bettina Strauss/Netflix

Nina Dobrev ditched the vampires and moved on to...catfish. Hernán Jiménez's Netflix rom-com follows relationship columnist Natalie (Dobrev), who develops a long-distance fling with a man she meets on a dating app — Josh, played by stand-up comedian Jimmy O. Yang — and flies to his hometown in New York just to discover he deceived her with photos of his friend, Tag (Darren Barnet). To make up for his lies, Josh offers to set her up with Tag if she pretends to be his girlfriend around his family for the holidays.

Although Love Hard seems to lean into some stereotypical clichés, the chemistry between Dobrev and Yang makes the film worth the trip, which really encapsulates its message: Don't pass on something solely based on first impressions.

Where to watch Love Hard: Netflix

13. Last Christmas (2019)

How to describe Last Christmas? Paul Feig's twisty holiday flick follows Kate (Emilia Clarke), a Christmas shop employee on a downward spiral whose curious romance with a mysterious, handsome stranger (Henry Golding) gives her a new outlook — before it takes a bizarre turn.

Co-written by Emma Thompson, who also has a supporting role, the dramedy definitely isn't a new classic (well, maybe ironically), but the appealing leads and Wham! soundtrack make this piece of wacky holiday schmaltz go down just fine.

Where to watch Last Christmas: Amazon Prime Video

12. Single All the Way (2021)

It was about time for someone to reclaim the phrase "make the yuletide gay," and Netflix surprisingly delivered. Michael Mayer's Hallmark-esque LGBTQ+ holiday flick stars Michael Urie as Peter, an unhappily single man who persuades his best friend, Nick (Philemon Chambers), to fake being his boyfriend when he visits his family for the holidays, yet fails to follow through once he discovers his mother (Kathy Najimy) set him up on a date with her brawny spin instructor, James (Luke Macfarlane). However, not enough spinning lessons can make Peter fit as well as he does with Nick.

From a random musical sequence of Britney Spears' "My Only Wish (This Year)" to Jennifer Coolidge affirming her gay-icon status as Peter's campy aunt, Single All the Way gifts viewers with a stocking filled with cheerful, heartwarming fun.

Where to watch Single All the Way: Netflix

11. The Family Stone (2005)

GALLERY: Holiday Rom-Coms: Sybil and Kelly Stone (Diane Keaton, Craig T. Nelson) are shocked by the burgeoning relationship between their son Everett (Dermot Mulroney) and his girlfriend’s sister, Julie (Claire Danes), in THE FAMILY STONE. — Zade Rosenthal

In Thomas Bezucha's family dramedy, when Everett (Dermot Mulroney) brings his uptight girlfriend Meredith (Sarah Jessica Parker) to his liberal family's house for Christmas (you know they're bohemian because everyone calls the parents by their first names), poorly sketched family dysfunction and contrived misunderstandings ensue.

Diane Keaton and Craig T. Nelson are great as Everett's parents, but, despite Parker's best efforts, Meredith is so absurdly, impossibly stiff that it's hard to believe she has the capacity to connect with another person enough to even have a relationship, much less one serious enough to inspire holiday travel.

Where to watch The Family Stone: Hulu

10. Serendipity (2001)

GALLERY: Holiday Rom-Coms: - SERENDIPITY, Kate Beckinsale, John Cusack, 2001, (c) Miramax/courtesy Everett Collection — Miramax/Courtesy Everett Collection

When two people (John Cusack and Kate Beckinsale) meet-oh-so-cute trying to buy the same pair of gloves at Bloomingdale's over the holidays, they decide the logical thing to do is to write their phone numbers on random items, which they then release back into the world. If either of the items finds the other person, then that's destiny, right?

Spoiler: It's destiny! It takes them multiple years, a pair of jilted new lovers, and a whole slew of romantic contrivances, but they eventually track each other down again. Peter Chelsom's rom-com is sweet and light, but not destined to be one of the greats.

Where to watch Serendipity: Max

9. Last Holiday (2006)

Last Holiday - 2005 — Paramount/Kobal/REX/Shutterstock

When she receives a terminal diagnosis right before Christmas, Georgia Byrd (Queen Latifah) quits her thankless job and blows her savings on her dream European vacation.

With the focus primarily on Georgia's personal journey rather than her shy romance with a co-worker (LL Cool J), Wayne Wang's rom-com is somewhat low on a love story and high on predictable plot devices. But who are we to complain when Latifah's clearly having so much fun?

Where to watch Last Holiday: Paramount+

8. While You Were Sleeping (1995)

Jack (Bill Pullman) in While You Were Sleeping — Buena Vista Pictures/Courtesy Everett Collection

Sandra Bullock stars in Jon Turteltaub's While You Were Sleeping as Lucy, a train token collector who has developed a crush, from afar, on a regular commuter. One day, she saves him from an oncoming train and then lies, saying she's his fiancée, so that the hospital will let her see him while he's in a coma. Keeping up the charade for his entire family, Lucy spends Christmas with them and eventually falls for his brother (Bill Pullman).

If you hate rom-coms built on One Big Lie, this basically sounds like your worst nightmare — but wait! Frustrating as the premise is, Bullock saves it from being a painful exercise in digging oneself deeper, and she has authentic chemistry with Pullman.

Where to watch While You Were Sleeping: Disney+

7. Happiest Season (2020)

Kristen Stewart and Mackenzie Davis in 'Happiest Season'. Lacey Terrell/TriStar Pictures

Clea DuVall's film puts a long-overdue spin on the mainstream home-for-Christmas story. Harper (Mackenzie Davis) brings her girlfriend, Abby (Kristen Stewart), to her parents' house for the holidays, even though Harper is not out to her conservative family.

Happiest Season is a little too painful to be very funny — though Dan Levy as Abby's friend and Mary Steenburgen as Harper's mother really carry the team, as far as the film's humor goes — but what it lacks in comedy, it makes up for it in sincerity. And that's what the holidays are really about, right?

Where to watch Happiest Season: Hulu

6. The Best Man Holiday (2013)

GALLERY: Holiday Rom-Coms: The Best Man Holiday (2013) Robin (SANAA LATHAN) and Harper (TAYE DIGGS) — Michael Gibson

The follow-up to 1999's The Best Man reunites that film's ensemble cast almost 15 years later for Malcolm D. Lee's yuletide sequel. All of the guys (Taye Diggs, Morris Chestnut, Terrence Howard, and Harold Perrineau) are struggling, either financially or emotionally, when Chestnut's character's wife (Monica Calhoun) gets the gang back together to spend Christmas at the couple's palatial home.

More than a decade later, the large ensemble has kept its chemistry, but while the Christmas setting gives them material to turn into laughs, it also provides more than enough holiday pathos for Lee to spin into over-the-top melodrama.

Where to watch The Best Man Holiday: Peacock

5. The Holiday (2006)

GALLERY: Holiday Rom-Coms: - Holiday (2006) Jude Law and Cameron Diaz — Simon Mein

Two jilted women (Kate Winslet and Cameron Diaz) on different sides of the globe spontaneously swap houses for two weeks at Christmas in Nancy Meyers' light, charming double-romance. Both characters unexpectedly (seriously, it's so very unexpected) find love in their new surroundings via Jack Black and Jude Law.

The cast is so wonderfully appealing — especially the ever-winsome Winslet — and the self-conscious dialogue pops enough that, despite being shamelessly sentimental and rather obvious, this is a Holiday to take again and again.

Where to watch The Holiday: Hulu

4. You've Got Mail (1998)

The charm of Nora Ephron's late-'90s classic is so great that even decades deeper into the digital age, You've Got Mail still never fails to imbue the dial-up tone with the thrill of romantic possibility.

With Tom Hanks and Meg Ryan's legendary chemistry at its height, the antagonistic relationship between them — he's an executive at his family's chain of mega-bookstores, she's the owner of an independent bookshop threatened by his company's success — sparkles even more than their email romance. Points off for it not strictly being a holiday movie, but its vision of snowy New York has enough of the spirit for it to make the list.

Where to watch You've Got Mail: Tubi

3. Bridget Jones's Diary (2001)

GALLERY: Holiday Rom-Coms: BRIDGET JONES'S DIARY, Renee Zellweger, Colin Firth, 2001 — Everett Collection

Opening with Colin Firth in a hideous reindeer sweater and ending with him in an equally offensive snowman tie, Sharon Maguire's Bridget Jones's Diary, adapted from Helen Fielding's best-selling novel, follows a year in the life of its protagonist and is bookended by the holidays.

The reimagining of Pride and Prejudice casts a wonderful, Oscar-nominated Renée Zellweger as a contemporary Elizabeth Bennet, smoking, drinking, and journaling her way through her 30s in London. Sometimes Bridget's talent for humiliating herself is really too much to bear, but Bridget Jones's Diary is still one of the greats — because if there's any sight on earth that can warm a cold, grinchy heart, it's Colin Firth and Hugh Grant trading blows in the middle of a snowy London street.

Where to watch Bridget Jones's Diary: Paramount+

2. Love Actually (2003)

Billed as "the ultimate romantic comedy," Richard Curtis' Love Actually follows nine overlapping love stories — not all romantic and not all happy — in London in the weeks leading up to Christmas. It definitely can get schmaltzy — the prime minister pursuing his former employee all over the city and then getting caught kissing her in the middle of a children's Christmas pageant comes to mind.

But, for every creepy cue-card declaration of love (just one, mercifully), there's a little boy running through Heathrow Airport, an aging rock star and his manager who realize that their friendship is the greatest love they've ever known, and two people who fall in love despite a language barrier and then learn each other's languages in order to declare their love on Christmas! (Okay, that might be slightly schmaltzy, too? But it's Colin Firth.) Not all of the love stories in Love Actually are created equal, but as a whole — a great big British love-stuffed messy whole — it's irresistible, actually.

Where to watch Love Actually: Netflix

1. When Harry Met Sally (1989)

GALLERY: Holiday Rom-Coms: WHEN HARRY MET SALLY..., (aka QUAND HARRY RENCONTRE SALLY...), nose to nose from left: Billy Crystal, Meg Ryan, 1989, © Columbia/courtesy — Everett Collection

The worst movie on this list was about New Year's Eve; now the top spot goes to another romantic comedy that culminates at the beginning of a new year. Rob Reiner's classic, from a script by the incomparable Nora Ephron, follows Harry (Billy Crystal) and Sally (Meg Ryan) as they meet just after college and then become friends and eventually fall in love.

The pair has perfect chemistry, the dialogue is endlessly quotable, and New York is more real and more beautiful than rom-coms usually allow it to be. In short, when Billy met Meg, the genre was never the same — and when he told her, "I came here tonight because when you realize you want to spend the rest of your life with somebody, you want the rest of your life to start as soon as possible," on New Year's Eve, the holiday was launched to romantic new heights.

Where to watch When Harry Met Sally: Amazon Prime Video (to rent)