Elle Macpherson and Claudia Schiffer, Berry opted for something a little more androgynous. She donned a pair of ripped jeans, a loose-fitting grey t-shirt, trainers and a baseball cap.
We have to admit, it's definitely refreshing to see a celeb dress in casual, comfy clothes when they're running errands. You wouldn't catch J-Lo wearing this but, Halle, we like your style.
How do you rate Berry's street style? Let us know and take a look below to see one of her more glamorous fashion moments on the Oscars red carpet.
The best Oscar dresses ever
Vintage Valentino helped to create this iconic image of Julia Roberts picking up an Oscar for Erin Brokovich in 2001. She was the epitome of elegance in her monochrome halterneck.
Winslet was the ruler of the red carpet at the 2002 Oscars in her beautiful Ben de Lisi gown. We just adore the delicate floral one-shoulder strap.
When Berry picked up a Best Actress Oscar for Monster's Ball in 2002, she pushed boundaries in a head-turning dress by Elie Saab, which featured a sheer bodice with floral appliqué, and a draped full skirt.
Jennifer's mint-green 2003 Oscars dress was achingly gorgeous with its simple lines yet stunning embroidery. Another masterpiece by Valentino.
Bride Wars star Kate was almost angelic in her beaded, nude Versace gown with a dramatic train at the 2003 Oscars. Stunning diamond earrings and a tousled updo were the perfect finishing touches.
The year she picked up a Best Actress statue for Monster, Charlize Theron wowed in an ultra-sexy beaded dress by Tom Ford for Gucci, which had a revealing back and a pretty waterfall train. The classy Thirties hairstyle was also exquisite.
This is one of those dresses that you never forget. Miller hasn't been to the Oscars many times, but she certainly made her mark in 2004 when she arrived in a metallic green strapless number by Matthew Williamson with gold piping and matching Grecian-style accessories.
Only a woman of Cate Blanchett's poise and sophistication could pull off such a majestic, bold dress from Valentino couture. The combination of yellow and maroon is striking, as is the cut (love the folds), the brooch, the make-up and the hair. In other words, we love it all.
Valentino provided another show-stopper for Cameron Diaz in 2007. She looked fantastic in the fold-detail cream number, which she set off with silver peep-toes and a pair of out-of-this-world emerald earrings.
When she was honoured with her second Best Actress Oscar for her role in Million Dollar Baby, Hilary Swank was divine in a backless navy gown by Guy Laroche.