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Styling a dress with warm boots in the winter can be a challenge. For today’s Get Dressed With Merrick I’m walking you through wearing a dress with boots.

Wearing a Dress With Boots

Dresses can be hard to style during winter. Keeping your legs warm without looking too dressed-down is a hard balance, but I’m here to help.

For today’s Get Dressed With Merrick I’m going to walk you through a few looks and tips to wearing a dress with boots.

Try a sweater dress with a short jacket

A sweater dress is a great dress option during the winter. You could do a longer coat with it, but a shorter coat with a longer dress creates a more elongated shape.

You could do heeled boots, but also a flat Chelsea boot is great with a sock to soften the transition from boot to leg.

CHELSEA BOOTS | AMAZON SOCKS | LEATHER JACKET | SIMILAR SWEATER DRESS

Wear black tights with a dress and boots

If you’re heading somewhere nice and it’s super cold, wear black dressy boots and tights!

MW COLLECTION DRESS (wearing size small) | BLACK TIGHTS | BLACK BOOTS | PLAID COAT

Combat boots and a flowy dress are perfect together

If you want to try a taller boot, a lace up option like a combat boot is a great shoe!

A flowy dress creates great contrast to the slim and taller ankle boot. I added the belt for a flattering shape.

SIMILAR LEOPARD DRESS | AMAZON BELT | SIMILAR COMBAT BOOTS

Try a longer dress with a taller boot

If you need some extra warmth, a taller boot is a great option. These slouchy boots compliment a smooth dress like this (it’s actually a dress underneath the sweater)!

You can absolutely do a slouchy boot with a shorter dress too, but I’d recommend wearing one that hits above the top of your boot if you choose a shorter dress.

SIMILAR TEAL DRESS | SIMILAR CABLE KNIT SWEATER | SIMILAR KNEE HIGH BOOT | LEOPARD HEADBAND

Over the knee boots with a shorter dress

Over the knee boots are a great choice for longer or shorter dresses! I’m wearing a shorter dress here so there’s a gap in between the dress and the boots, but you could do a longer dress if you need more warmth.

SIMILAR FLORAL DRESS | AMAZON BELT | CIRCUS BY SAM EDELMAN OVER THE KNEE BOOTS

Try a fitted dress with ankle boots

A bodycon dress is great with ankle boots, both heeled and flat! You could also add a long or short coat with this kind of outfit.

SIMILAR GRAY BODYCON DRESS | SIMILAR TAN ANKLE BOOTS

I hope that’s helpful! No go wear your dresses and boots together — you’ve got this.

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How to Wear a Dress With Boots

how to wear dresses and boots

Styling a dress with warm boots in the winter can be a challenge. For today’s Get Dressed With Merrick I’m walking you through wearing a dress with boots.

 

Wearing a Dress With Boots

A dress with boots can be hard to style during winter. Keeping your legs warm without looking too dressed-down is a hard balance, but I’m here to help.

For today’s Get Dressed With Merrick I’m going to walk you through a few looks and tips to wearing a dress with boots.

chelsea boots outfit with sweater dress

Try a sweater dress with a short jacket

A sweater dress is a great dress option during the winter. You could do a longer coat with it, but a shorter coat with a longer dress creates a more elongated shape.

You could do heeled boots, but also a flat Chelsea boot is great with a sock to soften the transition from boot to leg.

CHELSEA BOOTS | AMAZON SOCKS | LEATHER JACKET | SIMILAR SWEATER DRESS

 

 

little black dress outfit for church in the winter

Wear black tights with a dress and boots

If you’re heading somewhere nice and it’s super cold, wear black dressy boots and tights!

MW COLLECTION DRESS (wearing size small) | BLACK TIGHTS | BLACK BOOTS | PLAID COAT

combat boots with a dress

Combat boots and a flowy dress are perfect together

If you want to try a taller boot, a lace up option like a combat boot is a great shoe!

A flowy dress creates great contrast to the slim and taller ankle boot. I added the belt for a flattering shape.

SIMILAR LEOPARD DRESS | AMAZON BELT | SIMILAR COMBAT BOOTS

dress with boots

Try a longer dress with a taller boot

If you need some extra warmth, a taller boot is a great option. These slouchy boots compliment a smooth dress like this (it’s actually a dress underneath the sweater)!

You can absolutely do a slouchy boot with a shorter dress too, but I’d recommend wearing one that hits above the top of your boot if you choose a shorter dress.

SIMILAR TEAL DRESS | SIMILAR CABLE KNIT SWEATER | SIMILAR KNEE HIGH BOOT | LEOPARD HEADBAND

over the knee boots with a dress

Over the knee boots with a shorter dress

Over the knee boots are a great choice for longer or shorter dresses! I’m wearing a shorter dress here so there’s a gap in between the dress and the boots, but you could do a longer dress if you need more warmth.

SIMILAR FLORAL DRESS | AMAZON BELT | CIRCUS BY SAM EDELMAN OVER THE KNEE BOOTS

instagram outfits

Try a fitted dress with ankle boots

A bodycon dress is great with ankle boots, both heeled and flat! You could also add a long or short coat with this kind of outfit.

SIMILAR GRAY BODYCON DRESS | SIMILAR TAN ANKLE BOOTS

 

I hope that’s helpful! No go wear your dresses and boots together — you’ve got this.

 

If You Liked This Post, You Might Also Like:

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