How To Wear Short Dresses With Boots

Boots and booties are some of the best shoes to wear with short dresses cooler days of Spring and any day of the year!

As with boots, there are so many short dress styles to choose from. Such as baby doll dresses, shirt dresses, cocktail dresses, denim dresses, flirty summer dresses, to tight bodycon dresses.

Here are the best short dress with boot combinations. I’ll specify which type of short dress and boots to choose, with some styling tips.

Slouchy suede calf boots can give off a more casual bohemian vibe, especially when paired with floral or loose-fitting short dress.

Short Dresses with Calf Boots


Wear combat boot with any type of short dress, from a bodycon short dress, t-shirt dress, even a short cocktail dress if you want to give off rock n roll vibes.

Short Dress with Combat Boots


Sock booties with high heels – stiletto or block – can work with a fancy short dress or elevate a simple short dress.

Short Dress with Sock Booties


Wearing chunky Chelsea boots with sweater dresses is similar to styling combat boots. You can keep your look extra casual with a looser fitting short dress.

Short Dresses with Chunky Chelsea Boots


Short Polo dresses, sweatshirt dresses and short sweater dresses look great with riding boots. Great for preppy dressers!

Short Dress with Riding Boots


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