32 Actors Whose Best Roles Are Rom-Coms

Meg Ryan in Sleepless in Seattle
(Image credit: TriStar Pictures)

Some actors excel in dramas, others in action flicks; but there are also others whose best work happens to be in some of the best romantic comedies of all time. Nothing against Hugh Grant, Meg Ryan, or Colin Firth’s more dramatic or action-oriented work, but let’s be real for a second and admit that Four Weddings and a Funeral, When Harry Met Sally, and Bridget Jones’s Diary, as well as their other work in the genre, is why they’re so beloved.

That said, here are 32 actors whose best roles are rom-coms…

Will holding a jar while talking. His shirt has orange juice spilled on it. Notting Hill

(Image credit: Universal Pictures)

Hugh Grant

With movies like Four Weddings and a Funeral, Notting Hill, Love Actually, and Bridget Jones’s Diary to his name (and many, many more), it’s no wonder Hugh Grant’s name comes up rather frequently when discussing the best rom-coms ever made. Sure, his work in Paddington 2 and Remains of the Day is great, but the man knows how to anchor a romantic comedy with that signature charm and wit.

Bridget looking inside her refrigerator with food on her face in Bridget Jones's Diary

(Image credit: Miramax Films)

Renée Zellweger

Sure, Renée Zellweger won her two Oscars in dramas – Cold Mountain and Judy – but that doesn’t mean those were her best roles. Again, they were both great, but don’t hold a candle to her work as the titular character in Bridget Jones’s Diary or her star-making performance in Jerry Maguire. More than 20 years after first playing those iconic characters, Zellweger’s work is still received with heaps of praise.

Julia Roberts eating food in a robe in Pretty Woman.

(Image credit: Buena Vista Pictures)

Julia Roberts

One of the queens of the ‘90s rom-com, Julia Roberts bookended the final decade of the 20th century with legendary performances in Pretty Woman and Notting Hill. Those roles, which should be revisited annually if we’re being honest, helped pave the way for Roberts’ stellar career.

Meg Ryan and Billy Crystal in When Harry Met Sally

(Image credit: Castle Rock Entertainment)

Meg Ryan

It’s impossible to put together a list of Meg Ryan’s best movies and not include the likes of When Harry Met Sally, Sleepless in Seattle, and You’ve Got Mail, to name a few. The rom-com mainstay, who shared the screen with Tom Hanks, Billy Crystal, and Kevin Kline over the years, has given us unforgettable moments and more beloved characters than just about anyone.

Cameron Diaz in My Best Friend's Wedding.

(Image credit: Sony Pictures)

Cameron Diaz

My Best Friend’s Wedding, There’s Something About Mary, The Holiday, The Sweetest Thing, and countless other romantic comedies made Cameron Diaz one of the biggest stars of the past 30 years. The actress has shown off her more dramatic roles in everything from Any Given Sunday and Being John Malkovich, but her performances in those rom-coms can’t be touched.

Drew Barrymore and Michael Vartan in Never Been Kissed

(Image credit: 20th Century Fox)

Drew Barrymore

Long before Drew Barrymore became one of the premier names in the world of daytime talk shows, she held it down in the rom-com circuit. Fever Pitch, Never Been Kissed, 50 First Dates, and The Wedding Singer are just some of Barrymore’s best romantic comedies. And while she does have a killer scene in the opening minutes of Scream, these are her most memorable performances.

colin firth in bridget jones's diary

(Image credit: Universal Pictures)

Colin Firth

As much as we love watching Colin Firth play Mr. Darcy in Pride & Prejudice, his more modern take on the character in Bridget Jones’s Diary is the stuff of legend. Firth, a tremendous dramatic actor in his own right, has been a staple of the romantic comedy over the years thanks in part to those Bridget Jones movies, Mamma Mia!, and Love Actually. However, don’t let this take away from the greatness of Tinker Tailor Soldier Spy or The King’s Speech.

Billy Crystal and Meg Ryan in When Harry Met Sally

(Image credit: Castle Rock Entertainment)

Billy Crystal

When Harry Met Sally is one of the first movies to come to mind whenever the topic of hilarious Billy Crystal movies comes up. Filled with some of the funniest lines (and others filled with heartbreak and emotion), Crystal’s work in the rom-com genre is absolutely fantastic, be it movies like America’s Sweethearts or Forget Paris. And The Princess Bride sort of counts, right?

Cary Grant wearing a suit in in An Affair To Remember

(Image credit: 20th Century Fox)

Cary Grant

Few Hollywood leading men have a resume as great as Cary Grant, an actor who appeared in dozens of romantic comedies over the years. Charade, The Philadelphia Story, Holiday, and so many others have long cemented Grant’s place in the annuls of rom-com history, and those hilarious and heartfelt performances are still cherished many years after his death.

Charlie Chaplin in City Lights

(Image credit: United Artists)

Charlie Chaplin

Charlie Chaplin was the king of the silent film and an actor who could do anything from drama to slapstick to romantic comedy better than just about every single one of his contemporaries. Chaplin’s 1931 rom-com, City Lights, helped define the genre and has been a benchmark for nearly 100 years.

Nia Long in The Best Man

(Image credit: Universal Pictures)

Nia Long

Nia Long has so many great movies to her name, including Friday, Boyz n the Hood, Big Momma’s House, and Soul Food. This also includes some all-time great romantic comedies from the ‘90s like Love Jones, The Best Man, and Hav Plenty. Though her name doesn’t come up as much as it should, Long is still in a league of her own.

Diane Keaton in Annie Hall

(Image credit: United Artists)

Diane Keaton

Diane Keaton won an Oscar for her titular in Woody Allen’s Annie Hall, but the talented actress has several other iconic rom-coms to her name. Something’s Gotta Give, Manhattan, The Family Stone, and Baby Boom all show off the incredible skill and nuance of this once-in-a-generation actress. And this is coming from someone who thinks The Godfather is one of the top five movies of all time.

Holly Golightly in a casual sweatshirt and jeans 1960s.

(Image credit: Paramount Pictures)

Audrey Hepburn

Breakfast at Tiffany’s, Charade, Sabrina, Roman Holiday, and My Fair Lady are all some of the funniest movies of the 20th century, and all happen to feature the unmatched talent of Audrey Hepburn in iconic roles. The late actress had a great number of dramatic roles over the years, but her charm and charisma seen in these rom-coms made her one of the all-time greats.

Constance Wu in Crazy Rich Asians

(Image credit: Warner Bros. Pictures)

Constance Wu

Constance Wu has all kinds of great film and TV roles on her resume, but for some, she’ll always be remembered for her portrayal of Rachel Chu in Crazy Rich Asians. The massively popular romantic comedy about a Chinese-American NYU professor learning her boyfriend is a member of the richest and most powerful family in Singapore still hits more than a half-decade after its release.

Julia Roberts and Richard Gere in Pretty Woman

(Image credit: Touchstone Pictures)

Richard Gere

Though Richard Gere has killed it in dramas like An Officer and a Gentleman and musicals like Chicago, those performances don’t hold a candle to, at least culturally, to his role as Edward Lewis in Pretty Woman. Gere and co-star Julia Roberts would rekindle that spark less than a decade later with another great rom-com, Runaway Bride.

Elle smiling in Legally Blonde

(Image credit: MGM)

Reese Witherspoon

The Importance of Being Earnest, Sweeet Home Alabama, and Legally Blonde all allowed Reese Witherspoon to show off comedic skills in romantic comedies, and those roles remain some of her best. Sure, she won an Oscar for Walk the Line, but there’s no touching Elle Woods.

Henry Golding as Nick Young in Crazy Rich Asians

(Image credit: Warner Bros.)

Henry Golding

Henry Golding had already had some success by the time he was cast as the uber-wealthy Nick Young in Crazy Rich Asians, but his performance in the 2018 romantic comedy sent him to the next level. He’s found success in movies like The Gentlemen and The Ministry of Ungentlemanly Warfare since then, but his rom-com performance is still his best.

Eva Mendes in Hitch

(Image credit: Sony Pictures Releasing)

Eva Mendes

Eva Mendes has long killed it in comedies, romance movies, and romantic comedies. Take Hitch for example. The 2005 rom-com starring Will Smith as a professional “date doctor” who meets his match in Mendes’ character was so much fun and allowed the actress to show off all of her skills in a fun and meaningful way.

hugh grant and sandra bullock in two weeks notice

(Image credit: Warner Bros. Pictures)

Sandra Bullock

While You Were Sleeping, Hope Floats, The Proposal, and Two Weeks Notice are just a few of Sandra Bullock’s all-time great romantic comedies. The Academy Award-winning actress has long been one of the best to attempt the genre, and she’ll have a long-lasting legacy because of those strong, vulnerable, and incredibly relatable characters.

About Last Night with Michael Ealy and Paula Patton

(Image credit: Screen Gems)

Michael Ealy

Over the years, Michael Ealy has put together a crazy good filmography, one that is filled with medical dramas and thrillers, action flicks and comedies, etc. But let’s not forget all the great work he’s done in the world of romantic comedies. Kissing Jessica Stein, Think Like a Man, and About Last Night have all shown what the talented actor is working with.

Adam Sandler in Punch-Drunk Love

(Image credit: Columbia TriStar)

Adam Sandler

Though not the prototypical romantic lead, there are so many great Adam Sandler rom-coms out there. From The Wedding Singer to Punch-Drunk Love and 50 First Dates to Spanglish there’s so much variety and fun to be had with his stellar filmography.

Jennifer Garner and Mark Ruffalo as Jenna and Matty eating Razzles in 13 Going on 30

(Image credit: Sony Pictures Releasing)

Jennifer Garner

13 Going on 30, anyone? Jennifer Garner became one of the queens of the rom-com with the release of her 2004 comedy about a young girl who is transformed into a 30-year-old magazine editor and undergoes a massive transformation (both physically and emotionally). She’s also appeared in other great comedies of the era like Ghosts of Girlfriends Past and Love, Simon, to name a few.

Woody Allen in Annie Hall

(Image credit: United Artists)

Woody Allen

Woody Allen’s monologue in the opening minutes of Manhattan is honestly one of the best cinematic moments of the ‘70s and features some of Allen’s best writing. That’s saying something considering the writer-director-actor has been a part of so many great rom-coms over the years. Annie Hall, Midnight in Paris, Vicky Cristina Barcelona, and Hannah and her Sisters have made us laugh, cry, and feel everything in between over the past 50-plus years.

Anne Hathaway with wet hair wearing a crown in The Princess Diaries

(Image credit: Disney)

Anne Hathaway

Anne Hathaway’s name doesn’t come up in the rom-com discussion as much as it should, which is a shame considering the Oscar-winning actress has killed it in movies like The Princess Diaries, Ella Enchanted, Love & Other Drugs, and so many others. Yeah, she was great in Interstellar and Les Misérables, but there’s no denying her performances in these romantic comedies.

Morris Chestnut and Monica Calhoun in The Best Man Holiday

(Image credit: Universal Pictures)

Morris Chestnut

Okay, Morris Chestnut was AMAZING in Boyz n the Hood with his portrayal of Ricky Baker, but the man has become a legend in the rom-com game over the past few decades. Two Can Play That Game, The Best Man, The Brothers, The Perfect Holiday, Breakin’ All the Rules are all classics, thanks in no small part to Chestnut’s performances.

Rachel McAdams and Domhnall Gleeson in About Time.

(Image credit: Universal Pictures)

Rachel McAdams

Rachel McAdams’ career has been full of swirling tales of romance like The Notebook, The Vow, and Disobedience, but some of her best work has been in romantic comedies. Wedding Crashers and Midnight in Paris quickly come to mind, but her best performance can be found in About Time, an incredibly emotional and hilarious story of love, loss, and second chances.

John Cusack in Serendipity

(Image credit: Miramax)

John Cusack

Look at the best John Cusack movies and you’ll see iconic rom-coms like High Fidelity, Say Anything, Serendipity, Better Off Dead, and America’s Sweethearts. The vulnerability and likeability of the Hollywood star have made those movies, and the beloved characters he plays in each of them, such gems over the years.

Kate Hudson in her famous yellow dress in How To Lose A Guy in 10 Days.

(Image credit: Paramount Pictures)

Kate Hudson

Kate Hudson is amazing when it comes to roles in romantic comedies, and few could come close to her batting average in the early-to-mid 2000s. How to Lose a Guy in 10 Days, My Best Friend’s Girl, Something Borrowed, and A Little Bit of Heaven all come to mind in this regard.

Dre and Sidney (Taye Diggs and Sanaa Lathan)getting close in Brown Sugar

(Image credit: Searchlight)

Taye Diggs

Taye Diggs has done it all, but he’s excelled tremendously in the rom-com world. Movies like The Wood, The Best Man, Brown Sugar, and How Stella Got Her Groove Back have shown just how charming and funny the classically trained actor can be.

Ben Stiller in There's Something About Mary

(Image credit: 20th Century Fox)

Ben Stiller

Though an unlikely leading man in the realm of romantic comedies, Ben Still has long excelled in the genre. Over the years, we’ve had sensational comedies like There’s Something About Mary, Along Came Polly, Keeping the Faith, and even Reality Bites that have allowed the comedian-actor-writer-director to show off what he’s working with, and it’s been great all along.

Jennifer Aniston in the Break-Up

(Image credit: Universal Pictures)

Jennifer Aniston

Jennifer Aniston will always be remembered for her portrayal of Rachel Green on Friends, but let’s not forget that she has also been a longtime staple of the romantic comedy genre. The Break-up, Wanderlust, Just Go With It, The Switch, Rumor Has It, and several others have been perfect movies for Aniston to show off her skills.

Patrick Dempsey in Can't Buy Me Love

(Image credit: Touchstone Pictures)

Patrick Dempsey

From Can’t Buy Me Love to Made of Honor and everything in between, Patrick Dempsey has been a tour de force in the world of romantic comedies. He’s done great work on TV and in big-screen dramas over the years, but he particularly excels in the rom-com genre.

Philip Sledge
Content Writer

Philip grew up in Louisiana (not New Orleans) before moving to St. Louis after graduating from Louisiana State University-Shreveport. When he's not writing about movies or television, Philip can be found being chased by his three kids, telling his dogs to stop barking at the mailman, or chatting about professional wrestling to his wife. Writing gigs with school newspapers, multiple daily newspapers, and other varied job experiences led him to this point where he actually gets to write about movies, shows, wrestling, and documentaries (which is a huge win in his eyes). If the stars properly align, he will talk about For Love Of The Game being the best baseball movie of all time.