Drew Barrymore – 10 Best Movies

By Vlad Zakh · September 29, 2025

Scream’s opening scene is still one of horror’s most famous cold opens, and 50 First Dates, years later, showed the warmer romantic-comedy register she built her career on. Music and Lyrics has easy comic chemistry opposite Hugh Grant, He’s Just Not That Into You gives her an ensemble to anchor, Riding in Cars with Boys is more dramatic, and Donnie Darko is a small but pivotal part in a strange cult classic. E.T., The Wedding Singer, Charlie’s Angels and Never Been Kissed round out the list.

Music and Lyrics (2007)

TMDB ★ 6.6

A washed-up 1980s pop star teams up with a talented lyricist for one last shot at a hit song.

Directed by Marc Lawrence · 1h 44m · Rated PG-13

Where to watch

Stream: Howdy Amazon Channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

He's Just Not That Into You (2009)

IMDb ★ 6.4 RT 42% Metacritic 47

Several overlapping Baltimore relationships all struggle with the same brutal dating truths.

Directed by Ken Kwapis · 2h 09m · Rated PG-13

1 win & 4 nominations

Where to watch

Stream: fuboTV, Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Riding in Cars with Boys (2001)

TMDB ★ 6.7

Drew Barrymore works in a more dramatic register than most of her romantic-comedy roles.

Directed by Penny Marshall · 2h 11m · Rated PG-13

Where to watch

Stream: Hulu, Sony Pictures Core Amazon Channel · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Donnie Darko (2001)

IMDb ★ 8.0 RT 88% Metacritic 88

A troubled teenager is warned of the world's end by a man in a disturbing rabbit costume.

Directed by Richard Kelly · 1h 54m · Rated R

12 wins & 17 nominations

Where to watch

Stream: Amazon Prime Video, Hulu, fuboTV, Philo, Amazon Prime Video with Ads, Shout! Factory Amazon Channel · Rent or buy: Amazon Video, Google Play Movies, YouTube

▶ Trailer Letterboxd

Never Been Kissed (1999)

TMDB ★ 6.0

A journalist goes undercover as a high schooler and gets a real second chance at her teenage years.

Directed by Raja Gosnell · 1h 47m · Rated PG-13

Where to watch

Stream: Disney Plus · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Charlie's Angels (2000)

TMDB ★ 5.9

Cameron Diaz brings breezy action-comedy chemistry with her co-stars.

Directed by McG · 1h 38m · Rated PG-13

Where to watch

Stream: Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel, Sony Pictures Core Amazon Channel · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

The Wedding Singer (1998)

IMDb ★ 6.9 RT 72% Metacritic 60

A jilted wedding-band singer falls for a waitress engaged to the wrong man.

Directed by Frank Coraci · 1h 37m · Rated PG-13

5 wins & 7 nominations

Where to watch

Stream: fuboTV, Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Plex · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

E.T. the Extra-Terrestrial (1982)

IMDb ★ 7.9 RT 99% Metacritic 92

A boy hides a stranded alien from the government while trying to help it phone home.

Directed by Steven Spielberg · 1h 55m · Rated PG

Won 4 Oscars52 wins & 39 nominations

Where to watch

Stream: Philo, Starz Amazon Channel, Starz, Starz Apple TV channel, Starz Roku Premium Channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, FlixFling · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

50 First Dates (2004)

TMDB ★ 6.8

A man falls for a woman whose rare condition means she forgets him every single day.

Directed by Peter Segal · 1h 39m · Rated PG-13

Where to watch

Stream: Paramount Plus Premium, Paramount Plus Essential, YouTube TV, USA Network · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Scream (1996)

TMDB ★ 7.3

Reinvented the slasher genre by having its characters know the rules of one.

Directed by Wes Craven · 1h 52m · Rated R

Where to watch

Stream: Hulu, fuboTV, Paramount Plus Premium, Paramount Plus Essential, Peacock Premium, Paramount+ Amazon Channel · Rent: JustWatch TV, Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Streaming availability data from JustWatch, via TMDB. Availability changes often, so check the service before you plan a movie night.

Vlad Zakh

Founder, Movieix

Founder of Movieix. He started the site because most recommendation pages felt like noise. Here, lists are sorted by who's in the film, where it's from and what mood you're in tonight.

Drew Barrymore – 10 Best Movies

Music and Lyrics (2007)

He's Just Not That Into You (2009)

Riding in Cars with Boys (2001)

Donnie Darko (2001)

Never Been Kissed (1999)

Charlie's Angels (2000)

The Wedding Singer (1998)

E.T. the Extra-Terrestrial (1982)

50 First Dates (2004)

Scream (1996)

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