Exclusive: Dree Hemingway’s Guide to Dressing Like an It-Girl This Fall

Exclusive: Dree Hemingway’s Guide to Dressing Like an It-Girl This Fall

Cole Haan isn’t just for dapper gentlemen, and the brand’s newest global ambassador Dree Hemingway wants to prove it. In the fall campaign, the tastemaker models everything from classic outerwear to leather boots and chic carryalls. Since Hemingway herself is the epitome of effortless, all-American style, we jumped at the opportunity to talk with her about her new role with Cole Haan, the five pieces every woman should have in her wardrobe this fall, and more.

Keep reading for our exclusive interview, then shop Hemingway’s fall picks! 

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    PHOTO: Cole Haan

    What excites you most about working with Cole Haan?
    Cole Haan is an American classic. I'm excited to work with them and see the projects that we have collaborated on come to fruition and what we can achieve together.

    Your home state of Idaho was the backdrop for the fall campaign. What’s the one place in the state every person should visit?
    ​The amazing underground volcanic ice cave. It's breathtaking and freezing cold.

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    What’s the key to effortless style?
    ​I like to mix vintage pieces with designer clothes. Effortless style is more about having a relaxed and confident attitude.

    What’s the secret to getting your perfect bedhead?
    ​Dry shampoo! I love Klorane ($9) the best.

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    PHOTO: Cole Haan

    What five pieces should be in every woman’s wardrobe this fall?
    1. A great pair of jeans
    2. A ‘60s-inspired dress, like a Marianne Faithfull baby-doll dress
    3. A ‘60s-style masculine overcoat
    4. Ankle boots
    ​5. A small leather handbag with a long shoulder strap

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    What’s the one piece in your closet you could never part with?
    My cashmere beanie—it's comfortable and great for traveling.

    What item makes you feel chic the minute you put it on?
    My hip-hugging black leather mini skirt.

    What’s your go-to weekend look?
    ​Fitted jeans, ankle boots, and my boyfriend's t-shirt.

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    PHOTO: Cole Haan

    Who’s your muse?
    I admire the personal style of many people, and it's an eclectic group including Katharine Hepburn, Jane Birkin, Lee Radziwill, Debbie Harry, Kurt Cobain, and many more.

    Give us a snapshot of your pop culture must-haves right now:
    -What are you watching? Games of Thrones and House of Cards.
    -What are you listening to? Nancy Sinatra and The Smiths.
    ​-What are you reading? Autobiography of a Yogi by Paramahansa Yogananda.

  • Dree Heminway
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    Cole Haan Bubble Bomber Jacket ($495)

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    Cole Haan Bethany Single Strap Hobo ($478)

    "This is a great, versatile bag that is perfect for every day. It's chic and understated with great modern texture and retro details.”

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    Cole Haan Vestry Short Boots ($348)

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    Cole Haan Draven Short Boots ($298)

    "I love these boots because they are classic, urban, and modern. The color and texture works really well with everything from jeans, a denim or leather jacket, and a great dress."

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    Cole Haan Jagger Weave Oxfords ($268)

EXPLORE: Celebrity Style, 10 Questions With, It-Girl Style, Fall Fashion, Boots, bags, Outerwear, Celebrity, Cole Haan, Dree Hemingway


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