Fall & Winter

How to Wear a Sweater Dress With Boots

A beautiful sweater dress with pair of boots is a comfy, polished look, provided your boots are on-trend. Here’s what’s popular this fall and some modern ways to style a sweater dress with boots.


green sweater dress with taupe suede booties oufit

Sweater-Dress-with-Booties-Orange-1. Pair It with Short Suede Booties 

If you are used to pulling on your favorite black, knee-high leather boots with a sweater dress, that’s perfectly fine, but you’re not going to turn any heads. These days, traditional tall black boots can look overly practical or dull compared to a sweater dress with short booties.

If you have never worn short booties with a dress, let alone a sweater dress, it may feel a little funny initially, but it is a very modern and sophisticated look. Try a pair on, walk around, and look in the mirror. I bet you will be kicking up your heels in no time! How do you know what kind of bootie to wear?

A light, fine-ribbed sweater dress like this gorgeous green sweater dress demands an elegant bootie. This taupe suede bootie is a perfect match. Why? First of all, this style of bootie is very sleek and minimalistic. There’s almost no detail, which translates into elegance. Also, it’s suede. The suede looks luxurious and has texture. A textured bootie worn with a textured knit is the perfect pairing.

The high shaft on this boot is also the key to making the outfit work. A short ankle bootie is generally not as dressy and looks heavy with a ladylike dress like this. A heel also gives it a chic vibe.


Gold ribbed sweater dress with suede camel over the knee boots and bag outfit


2. Wear Over the Knee Boots

Short sweater dresses can feel a little too mini for a grown-up gal, so the answer is to wear a tall over-the-knee boot. Generally, over-the-knee boots should leave just a touch of space between the sweater dress and the knee, but if that feels a little too raunchy, wear a dress and boots that meet. 

Another tip…, Flat, over-the-knee boots or low-heeled over-the-knee boots give you a more sporty modern look than over-the-knee boots with high heels. It also helps to stay clear of shiny boots, such as patent leather over-the-knee boots. Leave these for “pretty woman” types.

Black bell sleeved sweater dress with houndstooth fabric booties and black bag | outfit styled by Fabulous After 40

3. Experiment with Print Booties 

Here’s a very fashion-forward way to wear a sweater dress with boots. You know that plaid is in, right? How cute are these! Print or patterned fabric booties look darling with a sweater dress.

The trick is to make sure your sweater dress is plain and one solid color, so the print bootie grabs the spotlight. I have shown this outfit with bare legs, but it doesn’t mean you have to wear it this way. You could also wear black, opaque stockings with this sweater dress and booties, and you will rock this look!

* Style Note: Stay away from sheer nylons or black nylons. They’re too thin and wimpy looking to wear with a knit. You need to wear semi-opaque or opaque tights with a sweater dress and booties to look fab.


Sweater Dress with Booties

4. Go For Cowboy Booties 

Cowboy booties aren’t just for jeans. They look charming with a sweater dress and opaque or semi-opaque tights in a dark shade like dark brown or black. If you enjoy a touch of whimsy, try patterned tights with your sweater dress. You can choose anything from dotted to swirly to striped. Check out this post to learn about the basics of wearing patterned tights.

Sweater Dress Riding Boots


Sweater Dress - Navy Tie Dress



5. Pair With Riding Boots

Riding boots are traditional and sophisticated, so it’s no wonder they go so well with something as simple, cozy, and sleek as a fine knit sweater dress. Tall, flat riding boots that come up to the knee are not only chic but comfy too. Whether polished leather or rustic suede, both lend an old-money equestrian vibe to a cozy sweater dress. A plaid scarf completes the old English vibe.



Black Sweater Dress with Scarf

6. Wear it with Black Leather Booties

This black sweater dress is feminine and classic with it’s pretty puff sleeves. It calls for an elegant, black boot that is slimming through the ankle. This boot is chunky without being heavy and modern with the hip square toe. Leather goes equally as well as suede with a sweatdress and gives a polished, professional look.

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What is your favorite kind of boot to wear with a sweater dress? More ways to wear a sweater dress here.

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