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.
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
Related: These 3 Pairs of High-Street Ankle Boots Are Selling Like Crazy Already
Related: I'm Convinced That Everyone Looks Rich in This Autumn Dress Trend
Next up, this is the dress trend you'll wear on repeat for autumn/winter.
Harriet Davey is a freelance fashion editor who has been part ofBest Knockoff Luxury Clothing 's extended team since 2017. She previously worked in print at Look magazine and has since worked across print, digital and social for many other titles, including British Vogue, Stylist, Grazia, Refinery29 and Marie Claire. Also a stylist, Harriet has had the pleasure of producing cover shoots and editorials along with commercial shoots for brands including Boux Avenue, Watches of Switzerland, Benefit Cosmetics and Revolution. To add to this, Harriet also works in live TV styling for ITV’s This Morning.
-
Everyone in Paris Just Ditched Ankle Boots for This Boot Style That’s Way More Elegant
And super sexy.
-
*Not* Suede Boots: The Rich-Looking Boot Trend Fashion People Everywhere Are Wearing With Jeans and Skirts for Fall 2025
You'll want to add a pair to your rotation.
-
*Not* Ankle Boots—The Rich-Looking Shoe Trend That’s Quietly Taking Over for Fall 2025
Shop the style inside.
-
Black Boots Are Fine, But *This* Fall Shoe Color Trend Looks Rich as Hell
Lily James is a fan.
-
I Spent Over an Hour BrowsingReplica Store's New Arrivals—34 Standout Fall Finds I Can't Stop Thinking About
You'll want to see these.
-
Not Skinny, Not Wide-Leg—J.Lo Just Wore Ankle Boots With 2025's Most-Wanted Pant Trend
Copy this fall outfit ASAP.
-
This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025
Easy and stylish.
-
The Specific Way Everyone Stylish in NYC Will Be Wearing Boots With Jeans This Fall
It's all about this styling trick.