Drew Barrymore's Best Hair Looks—From the '90s to Now

Drew barrymore with loose waves — getty images

Drew Barrymore is one of Hollywood’s ultimate chameleons. Chances are, you’ve laughed with her in comedies, cried with her in dramas, and watched her kick butt in action films. She’s also a best-selling author, an award-winning daytime talk show host, and—as if she wasn’t booked and busy already—a beauty brand founder (she launched Flower Beauty in 2012). The only thing more varied than her career, it seems, is her approach to hairstyling.

In the three-plus decades that Barrymore has been in the public eye, her hair has run the gamut of styles and colors. She’s been a blonde, a brunette, and a redhead. Barrymore has also experimented with XL lengths, super-short bobs, and everything in between. When Barrymore steps out, you don’t know what kind of look she will serve—and that’s just how we like it. Ahead, we've rounded up 25 of Barrymore's best hair looks to date.

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Loose Waves

Barrymore recently stepped out with effortless, loose waves. Use a curling iron to create gentle bends in the hair, giving the look a lived-in feel.

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Elegant Updo

drew barrymore wearing bun — Getty Images

An upswept bun is always elegant and timeless. As far as placement goes, Barrymore decided to keep her bun at mid-height.

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Pulled-Back Glamour

Drew Barrymore wearing pulled back hairstyle — Getty Images

Pulling the hair completely away from the face allows your makeup to be the center of attention. Barrymore's cascading partless hairdo is full of volume and shine.

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Middle-Part Straight Look

drew barrymore wearing middle part straight hair — Getty Images

Middle parts are chic and sophisticated—as Barrymore proves here. Her highlighted hair is carefully tucked behind her ears, enhancing the sleek look.

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Perfect Pony

drew barrymore wearing sleek ponytail — Getty Images

You can never go wrong with a slicked-back ponytail. Part your hair precisely down the middle before securing your ponytail with a bungee hair tie—like this one from Kitsch.

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Va-Va-Voom Volume

Drew Barrymore wearing voluminous hair — Getty Images

Big hair will always be in style. Barrymore's over-the-top 'do is likely the work of volume-boosting products, hot rollers, teasing, and a whole lot of hairspray.

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Fluffy Pony

Drew Barrymore wearing voluminous ponytail — Getty Images

Barrymore's retro, flippy ponytail is so playful and cool. Wrapping the base of the ponytail with hair further elevates the whimsical look.

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Sleek Updo

drew barrymore with pulled back updo — Getty Images

Barrymore's updo may be simple, but it's the perfect style for a glamorous red carpet. Opting for a side part adds dimension to the look, and leaving a few pieces out on the sides makes it feel less stiff.

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Pouf Updo

The pouf hairstyle is trending, and we love Barrymore's take on it. The center of her hair has tons of volume, while the front features soft, face-framing waves.

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Wavy Updo

Amp up your updo by adding texture. Barrymore went for a wavy look—and the resulting style is beyond interesting and elegant.

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Deep Red Waves

drew barrymore with red waves — Getty Images

Barrymore showcases the beauty of auburn hair here. Her glossy, deep red era is one her boldest color choices to date.

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Elegant Waves

Drew barrymore with golden waves — Getty Images

Barrymore's golden highlighted waves are approachable and effortless—and easy to DIY. Use a curling wand to achieve the beautiful, lightly bent pieces.

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Sleek and Straight

drew barrymore with side part straight hair — Getty Images

Draw inspiration from Barrymore and enhance your pin-straight style with a side part and behind-the-ear pieces. Use a glossy serum like Color Wow's Pop + Lock Frizz Control + Glossing Serum ($22) to ensure your hair has a high shine appeal.

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Loose Fishtail

drew barrymore wearing fishtail braid — Getty Images

Fishtail braids are intricate and interesting. Barrymore's approach to the cool braid is undone in the best way. The loose, intentionally messy look is perfect for any occasion.

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Undone Waves

This look has shown us how beautiful undone, deconstructed waves can be. It's all about texture here—so if you want to recreate Barrymore's style, use a product like Oribe's Dry Texturizing Spray ($52).

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Braided Updo

We're mesmerized by Barrymore in this photo. Her glowing makeup and stunning hair make this an unforgettable look. The perfectly braided updo and cool pouf in the front make this look even more memorable.

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Dip-Dyed Bob

Drew barrymore with dip dyed hair — Getty Images

Barrymore has always loved to play with hair color—and this is one of her most experimental moments. Her dip-dyed bob features a chunk of black dye on the ends, creating a sharp contrast between the rest of her blonde hair.

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Flippy Bob

Trends always come full circle—and the flippy bob Barrymore wore in the '90s is a prime example. Her chunky, full-coverage bangs help balance the look.

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