The Dress Trend Everyone Will Wear With Boots in a Matter of Days

Just because summer has abandoned us, that doesn't mean you must resign yourself to months of wearing only pants. In fact, there's a new casual dress trend the fashion crowd has wholeheartedly embraced, and it happens to look amazing with boots. If those oversize (often baby doll) dresses that were all over the streets of fashion month come to mind, you're correct. As the month progressed, more and more show attendees started pairing them with boots. 

Now that temperatures have finally started to drop and October is in full swing, you too might want to consider wearing one of these comfortable dresses with boots. It's the perfect outfit combination for this time of year, and if you want to hang on to it through winter, simply add a pair of tights and a coat of your choosing and be on your way. 

Keep scrolling for a hefty dose of styling inspiration, and shop a few oversize dress–and-boot pairings we love.

Western boots and baby doll dresses look surprisingly cool together.

Love the contrast of this boho dress with patent-leather knee boots.

Wearing a long oversize dress with chunky boots feels unexpected in the best way possible.

Between the lug-sole boots and the hot-pink oversize dress, there are a lot of trends happening here, and it works.

Layering an oversize sheer dress over a sweater is the perfect way to combat the fall chill.

White boots look so fresh in this instance.

Scandinavian girls have really perfected this look.

If your dress is particularly long, consider platform boots.

Dresses with boots


Edward Berthelot/Getty Images

This is basically the perfect fall outfit, if you ask us.

Bonus points if your dress has puff sleeves.

Shop the Look

Oversize Midi Dress + Knee Boots
Tiered Maxi Dress + Western Knee Boots