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How To Wear Fall Dresses With Boots

How To Wear Fall Dresses With Boots

Now that Fall is here (how did that happen), dressing for the day can be a challenge when the temperatures can vary greatly throughout the day. We love dresses and a dress can be the perfect solution. A dress is comfortable, versatile and flatters all figures. To embrace the Fall season, add boots to your outfit. Boots will give your dresses a new look and give you a chance to wear them longer through the fall and winter seasons. Fall offers the perfect opportunity to experiment with different dress and boots combinations so today, we are sharing a round-up of ways to wear your Fall dresses with boots.

How To Wear Fall Dresses With Boots

The categories of boots that most women wear are knee high boots, ankle boots, western style/cowboy boots and combat boots. We have found dresses to pair with boots in each of these categories. We want to help you will find outfits for the celebrations you are attending or hosting this Fall season.

How To Wear a Dress With Knee High Boots

A knee high boot is one of the most flattering and versatile style of boots that you have in your closet. They can be worn with dresses of shorter lengths. When you wear them with opaques they create an elongated leg look and provide the coverage we like. They also look good with knee length and midi length dresses. You can style with a long trench style dress, a sweater dress that is knee length or midi length or a denim shirt dress that is at knee length. The French Connection Sleeveless Trench Coat Dress is a great look paired with knee high boots. We featured this dress –click here– as a sleeveless option. Add a black turtleneck and black accessories for a Fall dress look. Click on the individual photos below for more details and information.

How To Wear Fall Dresses With Boots

Knee High Boots

Knee High Boots fall outfit
How To Style A Sweater Dress

How To Wear A Dress With Ankle Boots

Long midi or maxi dresses look best with ankle boots giving you an elegant look. A slender toe and sleek heeled boot works with midi dresses in lighter fabrics like the Mille Victoria Ruffle Front Dress. A shorter shaft bootie works with knit or sweater dresses. We have curated some dress and bootie combinations below for inspiration. We have linked the individual photos below for more information and details.

Dresses To Wear With Ankle Boots

Dresses To Wear With Ankle Boots

Ankle Boots

Click here for long sweater dresses with boots

How To Wear A Dress With Western Boots

Denim dresses are in for Fall and we love them for their versatility and ease of styling. There are many silhouettes- shirtdress, knee length, midi, belted etc. They look great styled with the western boot that is current right now. If you don’t want to wear an actual cowboy boot, there are many options for a western influenced look. Western boots can be incredibly comfortable because of the block or slanted block heel and go with other dress styles too- we like a midi knit dress paired with We have a selection of boots and denim dresses below for outfit inspiration. Click on any individual photo for more details and information.

How To Wear A Dress With Western Boots

Dresses To Wear With Western Boots

Western Boots

wash lab denim dress
denim dress with boots

Wash Lab Denim Dress / Similar Boots Evereve Dress / Similar Boots

How To Wear A Dress With Combat Boots

Combat boots are comfortable and a huge bonus is they can be worn in colder weather – think snow and slush. Because of this, wear them with your sweater dresses or knit dresses is you want to keep warm and be stylish. There are many to choose from- the ones we selected are have subtle details. Let us know if you have a favorite. We would style these with opaques when the weather cools off. Click on any small photo for more information and details.

Dresses To Wear With Combat Boots

Dresses To Wear With Combat Boots

Combat Boots

fall outfits with boots

Fall dresses with boots is a timeless and classic look that is perfect for this time of the year. We love this look for it’s ease, comfort and elegance. Comment below if you have found something you like here. We love hearing from you.

Thanks for reading.

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Photography by Shannon Leigh Photography

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  1. Hi Bev & Val:
    Love the fall fashion collection! I didn’t see where the long-sleeved dark green dress in the post about boots, (stone backdrop) was purchased.
    Love that!

    1. Hi Lauri, That dress is from a few years ago and is no longer available. There is a knit ottoman dress by Boden- the Ellen Dress in pine that might be a good substitution. If we find something that is closer, we will let you know. Thanks for commenting!