I Looked Through Thousands of Dresses and Boots to Find the 24 Best Ones

Yes, it's happening: Colder weather is here—thus it's time to do the big shoe switch. I've spent the whole summer trying out any sandals I can get my hands on. I even ditched my usual mules or strappy pairs for chunky Spice Girl–esque styles and accidentally (with no regrets, FYI) fell in love with Teva sandals. However, I'm willing to now give them all up in favour of fresh new-season boots. That said, I'm not willing to stick to a jeans-and-trousers–only wardrobe from here on out. Instead, I'm all about teaming my favourite summer dresses or new autumn frocks with boots. I'm not the only one either—some of my favourite Instagram girls have been opting to do the same.

Boots and dresses: Ada wearing white dress and black Nasty Gal boots



Ada styles Nasty Gal toe-cap boots with a white midi dress.

From midi dresses and Western-style ankle boots to puffy dresses and hiker boots, there are so many ways to create winning combinations. 

Ellie brings a dressier Stine Goya dress straight into daytime territory with chunky boots.

You don't have to ditch your minidresses either, update them by teaming with knee-high boots to make them autumn-appropriate.

Darja shows how a double leather hit is the perfect new-season pairing. 

Scroll down to see and shop 12 dress and boot combinations you'll want to mix and match.

Shop Dresses With Boots

Another It dress in the making courtesy of Ganni, of course. 

From printed dresses to jeans, you'll wear these on repeat. 

Leather dresses are big news this season. 

The ultimate Western boots have arrived. 

Perfect for the in-between-seasons weather!

White boots will go the distance this year and beyond. 

Give it a Villanelle in Killing Eve spin with chunky boots. 

It's all about that contrasting stitching and laces. 

Puff sleeves, a belt and a moody floral print. Tick, tick and tick. 

Lace up and look sharp. These are the boots to be seen in for autumn. 

The long sleeve midi dress is the perfect companion to knee-high boots. 

The White collection always comes through with killer dresses. 

These are the boots that'll be on every cool-girls feet this year. 

When it gets cooler, layer a chic polo top underneath. 

Buttery soft leather creamy boots. These are the dream. 

The straw bag was key for summer, and now Loewe's striped dress is taking over for autumn.

The satin finish, covered buttons and tasseled hemline makes it look so premium. 

Python is the animal-inspired print to be seen in.

Add a glossy berry lipstick to seal the deal. 

The olive pair has already sold out online, so naturally these will too. 

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