Our 12 Favorite Boots That Are Both Comfortable and Dressy

It’s so hard to narrow it down, but this might be the overall top boot everyone needs in their closet. It’s classic yet stylish and can be worn over and over again. The subtly heel elevates both yourself and your ensemble.

Sizes: 5-10

Colors: Black Venice, Vixon Vanilla

Heel height: 2 inches

As a former podiatrist, Parke takes her unique understanding of feet and biometrics, blending it with her love for fashion to create styles that are sure to be a favorite for comfort seekers.

Sizes: 35-42 EU

Colors: Dark Chocolate, Black

Heel height: 2.8 inches

Beyond the appeal of seasonless style and soft leather composition, these boots are backed by podiatrists—and associate fashion commerce editor Meg Donohue, who wrote an entire love letter to the shoe.

Sizes: 6-13

Colors: Tan, Black

Heel height: 2.7 inches

Toteme’s boots add an effortlessly cool touch to your wardrobe. One of my coworker raves about the comfort and support of the brand’s footwear.

Sizes: 35-42 EU

Colors: Dark Brown

Heel height: 2 inches

I have a friend who always calls me for outfit approval before a night out. She never fails to ask which shoes she should wear, and my answer is always the same: “Your Marc Fishers!” These have made many journeys from the Upper East Side to the West Village, never ceasing to provide the support required to dance the night away.

Sizes: 5-12

Colors: Black, Medium Natural, Dark Brown

Heel height: 3 inches

Metropolitan elegance takes form in these calfskin leather boots from Parisian designer Roger Vivier. As long as I’ve worked in fashion, I’ve always admired the brand’s elegance and expert craftsmanship.

Sizes: 5-12

Colors: Nero

Heel height: 3.25 inches

If I ask my friends which shoe brands they trust, Stuart Weitzman is a common denominator. Weitzman himself believes the beauty of a shoe is only solidified by its comfortability. These are also available in an over-the-knee silhouette.

Sizes: 5-12

Colors: Black, Cream

Heel height: 1.75 inches

For those hoping to add some flair to their shoe lineup, look no further. Still, these are comfortable enough that you won’t be left wondering how soon you can take them off.

Sizes: 5-11

Colors: Natural, Eggshell, Dark Chocolate, Black

Heel height: 3.5 inches

Is any shoe collection complete without a pair of red bottoms? What I love about these—beyond the soft suede and sock-like shaft that makes them easy to wear—is how versatile they are. You can wear these with anything.

Sizes: 5-11.5

Colors: Black. Grey

Heel height: 2.75 inches

Leopard is the new neutral, didn’t you know? These feature a reasonably low heel that you don’t need to be intimidated by. Concrete jungle or otherwise, the only thing getting wild will be your friends once they see these beauties.

Sizes: 5-11

Colors: 7 options

Heel height: 1.9 inches

Veronica Beard’s beloved Cecile slingback makes its bootie debut with this cap toe style. The brand focuses on creating updated classics for the multifaceted woman, and that mission is evident here.

Sizes: 6-9

Colors: Ecru/Black

Heel height: 1 inch

Every item from The Row is like a pot of gold at the end of a very elusive, secretive, no-phones-at-the-fashion show rainbow. I love that these boots are dressy AND flat, as does senior fashion commerce editor Dale Arden Chong, who counts them among her most-worn shoes.

Sizes: 35-42 EU

Colors: Black