Layered Bob- 1997
1 / 9
Drew rocks a shiny blond layered '90s bob.
2 / 9
In total Drew fashion, the actress wove daisies into her curly platinum bob with bangs for the 1998 Academy Awards.
Warm Blonde- 2001
3 / 9
Drew traded her platinum locks for a warmer blond hue. This easy short hairstyle complemented her natural makeup and carefree attitude.
Tousled Waves- 2004
4 / 9
Drew sported a long, blond, beachy style for her role in 50 First Dates. Get tousled waves like hers by spritzing your damp hair with salt spray and twisting strands in your fingers.
Auburn, Medium Length- 2006
5 / 9
The actress looked polished and mature with this beautiful auburn, medium-length hairstyle. The warm color looks perfect with her fair complexion.
Edgy Bob- 2009
6 / 9
Drew rocked a slicked-back, edgy blond bob at the premiere of her directorial debut, Whip It. This style couldn't be easier to recreate. Just apply gel to wet hair, comb back, and go!
7 / 9
One of the first stars to rock trendy ombre hair color, Drew looked fabulous at the premiere of her romantic comedy Going the Distance.
Red Hair- 2011
8 / 9
We find it hard to believe Drew isn't a natural redhead. With a middle part and voluminous beach waves, this medium-length hairstyle is our favorite.
Chocolate Brown- 2013
9 / 9
Hello, sophistication! Drew traded her beachy ombre for a warm chocolate brown. Her tousled tresses look great pulled up and away from her face.