Beauty

I'm Already Dreaming About These 31 Fall Boots to Pair With My Favorite Dresses

Caitlin Burnett  Tue, 05 Sep 2023  Who What Wear

With summer coming to a close, we're gearing up to enter my favorite season: fall. More specifically, it's almost dress-and-boots season. As the temperatures slowly start to drop, it's the ideal time to marry the best parts of summer and fall to create a chic, effortless outfit. The classic combination of a dress with boots balances the transitional season and makes outfit planning that much easier. Not only does it help extend the life of your favorite dresses, but it also allows you to break out your fall boots before the weather actually warrants it.

Whether you go mini, midi, or maxi, there's a boot style out there for your favorite summer dress. From sleek knee-high silhouettes to Western styles to moto-inspired ankle boots, pairing one of these with a summer dress helps carry them over into the new season. Boots happen to be a weakness of mine, so I've spent the past few weeks getting a head start on shopping. I've scoured the internet for the best fall boots to wear with dresses, which I'm highlighting below. Keep scrolling for the 31 pairs I'm eyeing. 

This color is so unique.

Equal parts Western and modern. 

These look infinitely more expensive than they are. 

These perfectly complement a midi dress.

Add a little edge to your outfit.

Truly timeless.

Moto boots are making a comeback this season. 

These look so chic with a minidress.

The toe makes these stand out.

Zara's shoe selection is really good right now. 

The perfect partner for miniskirts.

Now here are boots you'll wear for years. 

My jaw dropped.

The name is almost as good as the boots. 

Wear with dresses now and jeans through winter. 

Nothing says fall like brown suede.

I love the color combo on these.

The internet is losing it over these. 

Found my new night-out boots. 

These have been on my wish list for years now. 

Same with the tall version. 

Everyone needs a good pair of knee-high black boots.

The fit of these is *chef's kiss.*

The ideal height for a maxi dress.

These are stunning. 

Western boots are still going strong, and these are quite elevated.

The ideal heel height.

These look equally chic with dresses and jeans.

Nobody does luxe Western better than Isabel Marant. 

Okay, Mango. 

The two-tone colorway is a unique take on the Western trend.