6 Ways to Get Classic Style Now

We have a lot of friendly fashion debates at Stitch Fix (how to cuff a boyfriend jean, how to wow on a first date), but a frequently overheard topic du jour is “what is classic style?”

This conversation inevitably conjures up the Jackie O.’s and Audrey H.’s of the world—style icons that always looked polished, effortless and literally like they just woke up like that. We can’t all be that lucky (but we can try!), so we pulled together our 6 favorite classic looks—with style tips of course—to help you achieve the ease & sophistication of the classic woman.

Characteristics of classic style:

  • Outfits are simple and timeless
  • Neutrals are a closet staple
  • Small, unique details are key

Classic Style Guide

A structured blazer is a must-have.

At once basic and elevated, it pulls any outfit together. Wear it to the office over your favorite power blouse or like we styled it here: with the crispest white denim, cotton button-up and a coral clutch. We love that this wear-anywhere look can take you shopping on the weekends or to an impromptu lunch with old friends.

Classic Style Guide

Trust timeless silhouettes.

Not too many things in life are certain, but we’re willing to bet that the wrap dress will never go out of style. Treat this as a closet staple and invest in several prints and colors. Not only is it universally flattering, but with a simple gold necklace and sandals, you’re ready for Sunday brunch or a casual night out!

Classic Style Guide


Keep accessories minimal and purposeful.

We’re in the midst of a bohemian style resurgence (read: lots of bold patterns and arm parties). So be contrary and opt for simple pieces like skinny belts and minimal jewelry. Belt a structured vest for a more feminine shape and pair with a girly fit & flare skirt.  It’s the perfect answer to weekend window shopping.

Classic Style Guide

Simplicity is the statement.

Classic style is all about no-frills & no-fuss. Keep a solid shift dress on hand to wear on those perfect sunny days. Belt it at the waist for more structure and pair with neutral T-strap flats and a basic crossbody bag.

Classic Style Guide

Striped T-shirts are your best friend!

Channel the lore of cool Parisian women in this easy tee. Opt for thin stripes if you want less attention drawn to your top or go big if you want more impact. This effortless basic is the perfect piece to pair back to your favorite dark-wash denim or a military-inspired cargo short topped with a solid cardigan and an everyday tote.

Classic Style Guide

Have a crisp chino on hand at all times!

Perfect jeans are a no-brainer in your closet, but don’t forget about their menswear-inspired counterpart. There’s just something fresh about a well-fitting chino paired back to neutrals and delicate jewelry. If you need a pop of color, wear a red or coral lip!

Classic Style Guide

A classic never goes out of style, so be sure to anchor your closet with these timeless pieces. Take your style quiz and sign up for your first Fix. Request polished and effortless pieces and then sit back as five wardrobe staples make their way to your closet. Or, you can instantly buy curated pieces in your style and size on our Stitch Fix Freestyle™. Try everything on in the comfort of your own home. Keep what you like and send back the rest. Shipping and returns are always free. It’s that simple. 

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