How to Wear a Shirt Dress with Boots in Winter

A shirt dress with boots is a solid choice all year round. In fact, many will say that they prefer boots over shoes to wear with shirt dresses!

Shirt dresses with ankle boots and even western-inspired ones are perfect all year round. Taller boots such as knee-height and over-the-knee boots make great Winter footwear choices.

Learn about all the boots to wear with shirt dresses in these seasons!

You can choose matte black or patent leather ankle boots with a pointed toe and stiletto heel for a fancier look with a simple black or white shirt dress.

Shirt Dress with Ankle Boots


I love combat boots with anything from a classic shirt dress to a utility shirt dress with lots of pockets for a bad@ass vibe!

Shirt Dress with Combat Boots & Chelsea Boots


With the right style of shirt dress, thigh high boots can look great. I personally love wearing block heeled tan suede tall boots with a mid to long length shirt dress.

Shirt Dress with Thigh High Boots


Your knee boots can either end inside your dress, or you can pop open a few buttons to have them peek out! Perfect for an office look.

Shirt Dress with Knee Boots


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