The 50+ Best Drew Barrymore Movies
Ranked By
8.3K votes
1.2K voters
6 reranks
1Adam Sandler, Drew Barrymore, Rob SchneiderIn the romantic comedy 50 First Dates, marine veterinarian Henry Roth (Adam Sandler) lives an uncommitted life in Hawaii until he meets Lucy Whitmore (Drew Barrymore). Tragically, Lucy suffers from short-term memory loss, unable to remember anything from the day before. Undeterred, Henry, smitten and determined, has to win her heart anew each day. Directed by Peter Segal with a supporting cast including Rob Schneider and Sean Astin, this film is a humorous yet touching exploration of love's persistence against adversity. Despite its comedic tones, it subtly sheds light on the challenges of living with a cognitive disorder.More 50 First Dates
- Dig Deeper...50 First Dates Isn't Romantic - It's About A Guy Who Takes Advantage Of A Disabled Woman
- #113 of 769 onThe Most Rewatchable Movies
- #4 of 136 onThe 100+ Best Movies For Date Night
2Adam Sandler, Drew Barrymore, Christine TaylorIn the 1998 romantic comedy The Wedding Singer, Robbie Hart (Adam Sandler) is a charming, small-town wedding singer with a heart of gold. He's set to marry his longtime girlfriend, Linda (Angela Featherstone), but things take an unexpected turn when she leaves him at the altar. Enter Julia Sullivan (Drew Barrymore), a sweet and endearing waitress who's engaged to a selfish tycoon. As Robbie and Julia's paths intertwine, they find themselves drawn to each other in this light-hearted tale of love, laughter, and 80s nostalgia. With its quirky blend of humor and romance, The Wedding Singer proves that sometimes, love can hit the right note when you least expect it.More The Wedding Singer- #140 of 769 onThe Most Rewatchable Movies
- #9 of 98 onThe Best Movies Of 1998, Ranked
- #16 of 136 onThe 100+ Best Movies For Date Night
3Drew Barrymore, David Arquette, Michael VartanIn the heartfelt romantic comedy, Never Been Kissed, Josie Geller (Drew Barrymore) is a Chicago Sun-Times copy editor with dreams bigger than her cubicle. With winning enthusiasm, she's assigned to go undercover at a high school, reliving her own torturous teen years while attempting to pen an exposé on contemporary adolescence. Along the way, she crosses paths with English teacher Sam Coulson (Michael Vartan), leading to unexpected romantic sparks. As Josie grapples with her assignment and newfound feelings, a story of self-discovery and first love unfolds. With a dash of humor and a sprinkle of charm, this film navigates the often choppy waters of high school life and love.More Never Been Kissed- Dig Deeper...Never Been Kissed Is Actually About Emotional Trauma And Weird Sexual Dynamics
- #461 of 769 onThe Most Rewatchable Movies
- #30 of 136 onThe 100+ Best Movies For Date Night
- 4Henry Thomas, Dee Wallace, Peter CoyoteE.T. the Extra-Terrestrial is a mesmerizing blend of science fiction and family drama directed by Steven Spielberg. The story revolves around Elliott (Henry Thomas), a lonely boy who befriends an extraterrestrial, dubbed 'E.T.', stranded on Earth. E.T.'s health declines while government agents close in on his location. With help from his older brother Michael (Robert MacNaughton) and younger sister Gertie (Drew Barrymore), Elliott must help E.T. escape Earth and return to his home planet. This film won four Academy Awards, including Best Original Score, and remains a beloved classic in the realm of cinema.
5Drew Barrymore, Anjelica Huston, Dougray ScottSet in Renaissance-era France, Ever After weaves a unique narrative around the classic Cinderella tale. Danielle De Barbarac (Drew Barrymore) serves as our Cinderella figure, a spirited and independent young woman reduced to servitude by her wicked stepmother, Rodmilla (Anjelica Huston). Prince Henry (Dougray Scott), burdened by royal duties, seeks genuine love amid his aristocratic lifestyle. When their worlds collide, an enchanting romance unfolds. The film's charm lies in its clever blend of historical realism and fairy-tale fantasy. Notably, it received acclaim for its breathtaking costumes and authentic set designs.More Ever After- #492 of 769 onThe Most Rewatchable Movies
- #4 of 80 onThe Best Period Romance Movies
- #38 of 98 onThe Best Movies Of 1998, Ranked
6Cameron Diaz, Drew Barrymore, Lucy LiuCharlie's Angels is an action-packed comedy-thriller that revolves around the lives of three tough, attractive women. Natalie (Cameron Diaz), Dylan (Drew Barrymore), and Alex (Lucy Liu) work for the enigmatic Charles Townsend, whose investigative agency has expanded globally. The trio embarks on a mission to rescue a kidnapped tech genius; their journey brimming with danger, deception, and high-octane stunts. Bosley (Bill Murray), their loyal assistant, aids them in this daring adventure. As they unravel the mystery, the Angels use their intelligence, agility, and charm to save the day.More Charlie's Angels- #535 of 769 onThe Most Rewatchable Movies
- #44 of 98 onThe Best Movies Based On TV Shows
- #153 of 473 onThe 400+ Best Chick Flicks Ever
7Neve Campbell, David Arquette, Courteney CoxScream, a quintessential horror film, masterfully combines suspense and dark humor. Sidney Prescott (Neve Campbell) is a high school student in the fictional town of Woodsboro, California. Her life takes a horrifying turn when she becomes the target of a mysterious killer known as Ghostface (Roger Jackson), who is inspired by classic horror movies. As the body count rises, Sidney and her friends must unmask the killer before it's too late. Directed by Wes Craven and written by Kevin Williamson, Scream cleverly subverts genre conventions while offering thrilling scares, making it a modern classic in horror cinema.More Scream- Dig Deeper...Whatever Happened To The Cast Of 'Scream'?
- And Deeper...According To This Theory, Dewey Is The Serial Killer Mastermind In 'Scream'
- #206 of 769 onThe Most Rewatchable Movies
8Riding in Cars with Boys
Drew Barrymore, Steve Zahn, Brittany MurphyThe fresh, funny, touching and true story of writer Beverly Donofrio (played by Drew Barrymore, who ages from 15 to 35 in the role), reveals her coming of age in the late 1960s and her whole life colored by an event that happened when she was 15. The events span more than two decades, as the young heroine experiences often-humorous, sometimes-irreverent, but certainly a unique personal journey to make something meaningful of her life.More Riding in Cars with Boys- #72 of 133 onThe Most Utterly Depressing Movies Ever Made
- #45 of 113 onThe Best Movies Of 2001
- #137 of 169 onThe 150+ Best Teen Romance Movies, Ranked
9David Keith, Drew Barrymore, George C. ScottAs youths, Andy McGee (David Keith) and his future wife, Vicky (Heather Locklear), participated in secret experiments, allowing themselves to be subjected to mysterious medical tests. Years later, the couple's daughter, Charlie (Drew Barrymore), begins to exhibit the ability of setting fires solely with her mind. This volatile talent makes the youngster extremely dangerous and soon she becomes a target for the enigmatic agency known as "The Shop."More Firestarter- #174 of 397 onThe Best Horror Movies Of All Time
- #33 of 92 onThe Best Movies Of 1984, Ranked
- #19 of 59 onThe 55+ Best Stephen King Movies
10Hugh Grant, Drew Barrymore, Brad GarrettFormer music superstar Alex Fletcher (Hugh Grant) used to pack them in back in the 1980s, but now he is reduced to playing nostalgia tours and county fairs. He scores a chance at a major comeback when reigning pop diva Cora Corman (Haley Bennett) asks him to write a song for her, but he hasn't written anything in years and cannot compose lyrics anyway. Noticing that Sophie (Drew Barrymore), the plant lady, has a way with words, Alex proposes that he and Sophie make beautiful music together.More Music and Lyrics- #735 of 769 onThe Most Rewatchable Movies
- #82 of 139 onThe Best Movies Of 2007
- #146 of 473 onThe 400+ Best Chick Flicks Ever
11Drew Barrymore, Jimmy Fallon, James B. SikkingIn Fever Pitch, an unconventional romantic comedy, Ben Wrightman (Jimmy Fallon), a die-hard Boston Red Sox fan, falls head over heels for the successful workaholic Lindsay Meeks (Drew Barrymore). Their romance blossoms amidst the backdrop of a thrilling baseball season. However, when his beloved team makes it to the playoffs, Ben's fanaticism puts their relationship to the test. Directed by Peter Farrelly and Bobby Farrelly, this film is a delightful blend of sports fervor and heartwarming romance, showcasing the hilarious yet poignant struggle between love and loyalty.More Fever Pitch- #51 of 143 onThe Best Movies of 2005
- #103 of 207 onThe Best Sports Movies Ever Made
- #24 of 93 onThe All-Time Best Baseball Films
12Cameron Diaz, Drew Barrymore, Lucy LiuCharlie's Angels: Full Throttle, a high-energy action-comedy, brings back the dynamic trio of Natalie (Cameron Diaz), Dylan (Drew Barrymore), and Alex (Lucy Liu). The Angels are hired by the mysterious Charlie to retrieve two stolen rings that contain encrypted information, revealing the identities of every person in the witness protection program. Director McG adds a dash of martial arts flair and a generous serving of humor to this sequel. Bill Murray returns as Bosley, while Demi Moore surprises as a former Angel turned antagonist. A roller-coaster ride of stunts, disguises, and explosions, Full Throttle offers an exhilarating cinematic experience without taking itself too seriously.- #62 of 98 onThe Best Movies Based On TV Shows
- #68 of 92 onThe Best Comedy Movie Sequels
- #102 of 152 onThe Best Movies Of 2003, Ranked
13Jake Gyllenhaal, Jena Malone, Drew BarrymoreIn the eerie, yet fascinating movie Donnie Darko, Jake Gyllenhaal portrays the titular character; a troubled, sleepwalking teen who is plagued by visions of an apocalyptic future. Guided by Frank (James Duval), his prophetic and sinister bunny-costumed friend, Donnie grapples to understand the complex web of time travel and parallel universes that unfold before him. The film, masterfully directed by Richard Kelly, is a blend of psychological thriller and science fiction genres. It has won several awards for its innovative storytelling and compelling performances, making it a cult classic in contemporary cinema.More Donnie Darko- #656 of 769 onThe Most Rewatchable Movies
- #62 of 125 onThe 100+ Grossest Movies Ever
- #9 of 113 onThe Best Movies Of 2001
14Ben Affleck, Jennifer Aniston, Drew BarrymoreIn the heart of bustling Baltimore, a group of friends navigate the complex terrain of modern relationships in He's Just Not That Into You. Gigi (Ginnifer Goodwin), a hopeful romantic, struggles to understand mixed signals from men. Her friend Janine (Jennifer Aniston) tries to save her marriage with Ben (Bradley Cooper), who's entangled with yoga instructor Anna (Scarlett Johansson). Meanwhile, Beth (Jennifer Connelly) seeks commitment from Neil (Ben Affleck), a firm non-believer in marriage. This ensemble romantic comedy explores love and heartbreak in the digital age, offering a humorous yet thoughtful look at how men and women often misunderstand each other.- #106 of 473 onThe 400+ Best Chick Flicks Ever
- #13 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- #217 of 232 onThe Best Movies For Women
15Elliot Page, Marcia Gay Harden, Kristen WiigBliss Cavendar lives in small-town Texas and yearns to break free of her mother's world of beauty pageants and conformity. She sees her chance when she meets the Hurl Scouts, a roller-derby team; she tries out for the team and wins a slot, lying to her parents about her new hobby. Bliss finds friendship and freedom with her teammates, but a conflict between a championship game and the Bluebonnet beauty pageant threatens to spill her secret.More Whip It- #183 of 207 onThe Best Sports Movies Ever Made
- #309 of 473 onThe 400+ Best Chick Flicks Ever
- #64 of 72 onThe 70+ Best Mother-Daughter Movies Ever Made
16Whoopi Goldberg, Mary-Louise Parker, Drew BarrymoreAfter breaking up with her girlfriend, a nightclub singer, Jane (Whoopi Goldberg), answers a personal ad from Robin (Mary-Louise Parker), a real estate agent with AIDS, seeking a cross-country travel partner. On their journey from New York City to Los Angeles, the two stop by Pittsburgh to pick up Robin's friend Holly (Drew Barrymore), who is trying to escape an abusive relationship. With three distinct personalities, the women must overcome their differences to help one another.More Boys on the Side- #83 of 90 onThe Best Movies Of 1995
- #37 of 67 onThe Best Movies That Pass the Bechdel Test
- #15 of 21 onThe Best Female Friendships In Film
17Madeleine Stowe, Mary Stuart Masterson, Andie MacDowellProstitutes Cody (Madeleine Stowe), Anita (Mary Stuart Masterson), Eileen (Andie MacDowell) and Lily (Drew Barrymore), work a saloon in the Old West. They decide to flee the bordello for a better life elsewhere, but trouble follows close behind. They're tailed by Pinkerton detectives, Cody's savings are stolen by a bandit (James Russo), and Eileen is wrongfully jailed for bank robbery. Now the remaining three girls must decide whether to liberate their friend or their funds first.More Bad Girls- #251 of 288 onThe 250+ Best Western Movies Of All Time
- #29 of 58 onThe Best '90s Westerns, Ranked
- #65 of 153 onThe Best Movies Named After Songs
18Ben Stiller, Drew Barrymore, Eileen EssellA writer named Alex (Ben Stiller) and his girlfriend, Nancy (Drew Barrymore), move into a spacious duplex in Brooklyn, N.Y. The elderly woman (Eileen Essell) who lives on the building's top floor seems a sweet enough neighbor at first. But pretty soon her constant demands and accidents ruin Alex and Nancy's attempts at having the perfect home. Once they discover that the woman cannot be evicted, they resort to more permanent measures to get rid of her.
19Val Kilmer, Tommy Lee Jones, Jim CarreyIn Batman Forever, Gotham City's vigilante, Batman (Val Kilmer), faces a dual threat from the deranged Riddler (Jim Carrey) and vengeful Two-Face (Tommy Lee Jones). While grappling with his own identity crisis as billionaire Bruce Wayne, Batman is aided by young circus acrobat Dick Grayson (Chris O'Donnell), who transforms into Robin. Dr. Chase Meridian (Nicole Kidman) adds a romantic subplot to this action-packed flick. Directed by Joel Schumacher, this third installment of the Batman series, released in 1995, balances drama, adventure, and comic book flair with finesse.More Batman Forever
20Drew Barrymore, Justin Long, Charlie DayErin (Drew Barrymore) and Garrett (Justin Long) are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with webcams and frequent-flyer miles. But just when it seems the lovers will soon be reunited, they each score a big break that could separate them for good.
21John Krasinski, Drew Barrymore, Kristen BellAdam Carlson (John Krasinski), a reporter based in a small town in northern Alaska, can't wait to land a job in a bigger market. Then, the story of a lifetime practically lands in his lap: A family of gray whales is discovered near the Arctic Circle, trapped by rapidly forming ice. Along with the descending media comes Rachel Kramer (Drew Barrymore), an environmental activist and Adam's ex-lover. Together, they try to rally an international coalition to save the whales before it's too late.
22Drew Barrymore, James Woods, Alan KingStephen King tales follow a cat into a smokers clinic, onto a penthouse ledge and into a girl's (Drew Barrymore) bedroom.More Cat's Eye- Dig Deeper...'Stephen King's Cat's Eye' Is Low-Key One Of King's Darkest And Most Terrifying Movies
- #220 of 397 onThe Best Horror Movies Of All Time
- #48 of 96 onThe 90+ Best Movies Of 1985, Ranked
23Drew Barrymore, Jessica Lange, Jeanne TripplehornThe lives of Edith Bouvier Beale (Jessica Lange) and her daughter Edie (Drew Barrymore), aunt and cousin of Jacqueline Kennedy Onassis.
24Will Ferrell, Drew Barrymore, David CrossIn this animated film, explorer Ted (Will Ferrell) journeys to Africa hoping to recover an important artifact for his friend Bloomsberry (Dick Van Dyke), a museum director. Instead, however, he discovers an irrepressible little primate named George, who stows away on the ship back to New York City. There, Ted tries to stop plans to demolish the museum, but he has his hands full taking care of his new simian friend, whose curiosity may turn out to be more beneficial than anyone had imagined.More Curious George- #167 of 450 onThe 400+ Best Animated Kids Movies
- #41 of 101 onThe Best Movies Of 2006
- #36 of 59 onThe 55+ Best Preschool Movies
25Drew Barrymore, Luke Wilson, Catherine O'HaraDorian (Luke Wilson) and Angus (Jake Busey) chase down their womanizing stepfather with a helicopter, frightening him to death. In his effort to cover their tracks, Dorian begins investigating his stepfather's mistress, Sally (Drew Barrymore). She works at a fast-food drive-through, she's pregnant and Dorian quickly falls in love with her. Unfortunately, his scheming mother wants Sally dead. And Sally isn't sure she wants Dorian to be her child's father and also his brother.
26Chris O'Donnell, Drew Barrymore, Matthew LillardMatt (Chris O'Donnell) falls for Casey (Drew Barrymore), the new girl in school. She's fun-loving and eccentric, but there's a darkness to her whimsy that Matt can't begin to comprehend. When Casey attempts to commit suicide, her parents (Joan Allen, Jude Ciccolella) place her in a mental institution. Matt springs her out, and together the young lovers head on a road trip. They believe their love can "cure" Casey's problems. Matt starts to wonder, though, if are they inspired or misguided.More Mad Love- #399 of 473 onThe 400+ Best Chick Flicks Ever
- #24 of 36 onGreat Movies About a Mental Breakdown
- #1 of 111 on110+ Movies And Shows With Mad In The Title
- 27
The Amy Fisher Story
Drew BarrymoreThe Amy Fisher Story is a 1993 television film dramatizing the events surrounding Amy Fisher's teenage affair with Joey Buttafuoco and her conviction for aggravated assault for shooting Buttafuoco's wife. The film was produced by ABC and originally aired on that network; in 1993 it was released on VHS and in 2001 on DVD. The movie starred 18-year old Drew Barrymore as Amy Fisher. Anthony John Denison portrayed Joey Buttafuoco. It aired the same night and time as another movie on Amy Fisher starring Alyssa Milano for CBS. The ABC movie garnered higher TV ratings and critical praise than the CBS version. 
28Sam Rockwell, Drew Barrymore, George ClooneyConfessions of a Dangerous Mind is an intriguing blend of biography and crime, filled with mystery and dark humor. The film orbits around the enigmatic life of Chuck Barris (Sam Rockwell), a renowned television producer who claims to have led a double life as a CIA assassin. Barris, famous for creating popular shows like The Gong Show, purports that his TV gigs were merely a cover for his covert operations. Directed by George Clooney, this film treads the fine line between reality and delusion, leaving viewers questioning the truth behind Barris's audacious confessions. Drew Barrymore and Julia Roberts offer compelling performances in supporting roles. A captivating watch, it's packed with unexpected twists and turns.- #44 of 59 onThe Best Movies Based on Non-Fiction Books
- #92 of 99 onThe Best Period Movies Set in the '80s
- #56 of 152 onThe Best Movies of 2002
29Drew Barrymore, Ryan O'Neal, Shelley LongAlbert Brodsky (Ryan O'Neal) and his wife, Lucy (Shelley Long), are both highly successful in their fields. While Albert has a thriving career as a filmmaker, Lucy is a well-received writer, but their occupations keep them away from each other and their young daughter, Casey (Drew Barrymore). When Casey has had enough of her parents' strained relationship, she decides to sue them for divorce. After Casey's cause gets media attention, the family is forced to reassess their life together.
30Piper Perabo, Jamie Lee Curtis, Drew BarrymoreChloe (Drew Barrymore), a pampered Chihuahua from Beverly Hills, gets an unwelcome taste of the real world when she gets lost in a tough part of Mexico. With no Rodeo Drive boutiques in sight, she is out of her element, until scrappy street dogs Delgado and Papi lend her a paw, helping her find her way home.More Beverly Hills Chihuahua- #67 of 176 onThe 150+ Best Animal Movies
- #42 of 59 onThe Best Disney Movies Starring Animals
- #21 of 43 onThe Funniest Movies About Animals
