17 Cool and Easy Dresses That Will Never Fail You

Black Dress



Every well-curated wardrobe has a few cool, easy dresses that can save the day. You know the kind—nothing too flashy but also special and flattering enough that it can hold its own. These reliable, versatile dresses are akin to wardrobe bread and butter and rank up there with other staples like tailored blazers and well-fitted trousers. 

With the cooler months in full swing, you can't really rely on breezy white dresses to do the trick, so you'll be needing a few new laid-back frocks to choose from. Ahead, 17 of our favorites.

Wear this simple slip dress to all of your upcoming parties or layer a thin turtleneck underneath for a more casual approach.

This ruched midi dress is a great option for work.

Chocolate-brown hues are having a moment, so why not try out the trend via this ultra-cozy dress?

Accessorize this midi dress with tall boots for the perfect fall pairing.

If you have any winter weddings coming up, this backless dress is a perfect option.

The coziest sweaterdress we ever did see.

You can never go wrong with a simple floral frock, you know.

This camel-colored wrap dress would look especially cool worn over a pair of wide-leg pants.

Weather permitting, a long-sleeve flowy dress is a universal crowd-pleaser. If it's too cold, try a pair of crop-flare jeans underneath.

Wear to work, on a date, or anywhere else the holiday season takes you.

Wear this with sheer socks and loafers for a minimalist look.

This divinely simple dress silhouette will never go out of style.

Denim always comes across as cool and casual—try it out with this shirtdress.

It doesn't get much more laid-back than tie-dye.

Layer your favorite chunky knits over this classic shirtdress. When it's especially cold out, add in some opaque tights.

Want more? Here are 24 awesome dresses at every price point.