• Newsletters
  • Subscribe
/
1x
Style

Weekend style: How to wear the boho rocker look

Whether it’s dinner with friends or a fundraiser, step out in an effortless ensemble that has a splash of rock ‘n’ roll edge.
By Grace Toby
Add Chatelaine(opens in a new tab)
Dree Hemingway Dree Hemingway; Photo credit: Keystone

Dree Hemingway’s effortless style seems to pour out of her naturally. After all, good taste is in her genes. The actress/model calls Mariel Hemingway mom and is the great-granddaughter of author Ernest Hemingway. Attending a fundraiser in New York this week, Dree opts out of a formal LBD and instead sticks to her characteristic laidback look.

With autumn here, the key to transitional dressing is layering. We love how Dree has topped a pair of not-so-boring skinny pants (that have a hint of shine) with a layered white-on-white t-shirt and pullover combo, plus a tuxedo-inspired jacket. The open-toe shoes punctuate the edgy outfit, and for a hit of unexpected grittiness, this studded, oversize clutch is all you need.

Dree’s hair and makeup is always simple and clean. Save for a little colour on the lips and defined cheekbones, she sticks to a low-maintenance look.

The very best of Chatelaine straight to your inbox.

By signing up, you agree to our terms of use and privacy policy. You may unsubscribe at any time.
Advertisement
Advertisement
Copy link

More Like This

5 Must-Buy Pieces From  Roots’ End-of-Season Sale
Fashion

5 Must-Buy Pieces From Roots’ End-of-Season Sale 

From breezy summer staples to layers you'll wear on repeat all year long.
Chatelaine Summer 2026 cover, featuring a woman biting into a burger.

Subscribe to Chatelaine!

Sandwiches! Sundaes! Jello shots! Plus the lowdown on the female desire pill, women who hit major life milestones at 50 and guest editor Meredith Shaw's all-Canadian summer lookbook.