50 First Dates
TV + Movies

Have You Seen The 5 Best Drew Barrymore Movies?

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Are you a true Drew Barrymore movies? Have you seen all these movies? Her films are full of warmth and feel-good energy, and if you’ve seen all five of these films you and I should probably be friends.

Here are five of her best, each guaranteed to brighten your day.

50 First Dates 

Drew Barrymore and Adam Sandler in 50 First Dates (2004)
Sony Pictures Releasing

Set in dreamy Hawaii, 50 First Dates is like a little slice of sunshine in the middle of winter. This rom-com follows Henry (Adam Sandler) as he falls for Lucy (Drew Barrymore), only to discover she has short-term memory loss and forgets him every day. It’s heartfelt, funny, and has just the right amount of tropical escapism to brighten up a chilly day.

Ever After: A Cinderella Story

20th Century Studios

For a cozy, fairy-tale escape, Ever After is a winter must-watch. Barrymore brings charm and strength to this Cinderella retelling, where there’s no magic—just a smart, independent heroine rewriting her own story. The stunning 16th-century French setting, dreamy romance, and gorgeous costumes make it the perfect film to curl up with on a snow day.

Never Been Kissed

20th Century Studios

Drew shines in this rom-com classic as Josie, an awkward journalist who goes undercover at a high school, reliving her teenage years in all their cringey glory. It’s got romance, humor, and a heartwarming message about self-love and second chances. Plus, that final baseball stadium scene? Still iconic.

The Wedding Singer

Adam Sandler and Drew Barrymore in The Wedding Singer
New Line Cinema

Another Drew Barrymore and Adam Sandler movie – because together they are always rom-com gold. The Wedding Singer is pure fun, set in the neon-colored, big-haired ’80s. It’s got heart, humor, and a killer soundtrack, plus one of the sweetest grand gestures in movie history. If you’re looking for something warm and comforting, this is the ultimate feel-good watch. 

Charlie’s Angels

CHARLIE’S ANGELS / Sony Pictures Releasing

If you need an instant energy boost, Charlie’s Angels delivers action, comedy, and major girl-power vibes. Drew Barrymore, Cameron Diaz, and Lucy Liu make the ultimate trio, kicking butt and having a blast while doing it. It’s stylish, over-the-top, and packed

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Jenna May

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